WO2024137598A1 - Compositions and methods for removing color from hair - Google Patents
Compositions and methods for removing color from hair Download PDFInfo
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- WO2024137598A1 WO2024137598A1 PCT/US2023/084777 US2023084777W WO2024137598A1 WO 2024137598 A1 WO2024137598 A1 WO 2024137598A1 US 2023084777 W US2023084777 W US 2023084777W WO 2024137598 A1 WO2024137598 A1 WO 2024137598A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/738—Cyclodextrins
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/08—Preparations for bleaching the hair
Definitions
- the present disclosure relates to compositions and methods for treating keratin fibers, for example for removing color from keratin fibers, such as hair.
- the process of altering the color of hair is complex, however, particularly when permanent (oxidative) hair dyes are used.
- the process requires that the natural pigment (melanin) in the hair fiber be destroyed before dye molecules of the desired color are added.
- This process is typically used when an individual desires to change the color of their hair to a shade lighter than their natural color, by dissolving the melanin with an oxidizing agent before the oxidative dye molecules penetrate the hair fiber where they achieve the target shade by undergoing a chemical reaction with an oxidizing agent.
- the combination of components synergistically maintains or even improves hair integrity, even in a process for removing color from the hair.
- the combination of components has the additional surprising benefit that the hair color removing compositions do not have the traditional strong odor associated with typical color-removing compositions, which odor most users find offensive.
- compositions and methods that successfully remove color from the hair, in particular hair that has previously been dyed with an oxidative dye composition.
- the compositions comprise one or more reducing agents in combination with one or more secondary agents.
- the type and amount of reducing agents present in the compositions may vary.
- the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B- ketoglutaric acid), glyoxylic acid, glycolic acid, or citric acid, may be chosen from sulfites, bisulfites, and/or salts thereof, for example sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, may be chosen from thio-based reducing agents such as thiolactic acid or thioglycolic acid, or may be chosen from combinations of two or more of the foregoing.
- the total amount of reducing agents can range from about 0.1% to about 35%, such as from about 1% to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In other preferred embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition. In still other preferred embodiments, the total amount of reducing agents ranges from about 0.1 % to about 20%, such as from about 1 % to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition.
- secondary agents may also vary.
- secondary agents may be chosen from clay compounds, cyclodextrins, amino acids, amine compounds, or combinations of two or more thereof, for example at least one amino acid and at least one amine compound.
- the amount of secondary agent will vary depending on the type(s) of secondary agents present.
- secondary agents provide synergistic color removing benefits.
- secondary agents provide synergistic odor control.
- secondary agents provide integrity and/or sensoriality to treated hair.
- the compositions comprise at least one solvent.
- the solvent may be chosen from water and/or non-aqueous solvents.
- the compositions optionally also comprise at least one additional component, which may, for example, be chosen from carboxylic acids and/or salts thereof, surfactants, thickening agents, fatty compounds, etc.
- the compositions are free or essentially free of various components such as cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
- the pH of the compositions is typically acidic, for example ranging from about 1 to about 6, such as from about 2 to about 5, from about 2.5 to about 5, from about 2.75 to about 4.75, from about 3 to about 4.5, or from about 3.25 to about 4.25.
- the disclosure relates to compositions comprising (a) at least one reducing agent; (b) at least one clay compound; and (c) at least one solvent.
- reducing agents that may be chosen include but are not limited to cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof.
- the reducing agent may comprise, consist essentially of, or consist of sulfur- and/or thio-based reducing agents and/or salts thereof.
- the reducing agent may be chosen from sulfites, bisulfites, and/or salts thereof, for example sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, may be chosen from thio-based reducing agents such as thiolactic acid or thioglycolic acid, or may be chosen from combinations of two or more thereof.
- Exemplary compositions of this first embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
- the at least one clay compound may be chosen from kaolin, bentonite, smectite, hectorite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof.
- the clay compound comprises, consists essentially of, or consists of smectite, hectorite, kaolin, bentonite, or a combination of two or more thereof.
- the total amount of clay compounds preferably ranges from about 0.1 % to about 15%, such as from about 0.5% to about 12%, from about 1% to about 10%, or from about 5% to about 10% by weight, relative to the total weight of the composition. In some cases, the total amount of clay compounds ranges from about 3% to about 7%, from about 4% to about 6%, or is about 5% by weight, relative to the total weight of the composition. In other cases, the total amount of clay compounds ranges from about 8% to about 12%, from about 9% to about 1 1 %, or is about 10% by weight, relative to the total weight of the composition.
- the compositions preferably comprise total amounts of reducing agent(s) and clay compound(s) such that the weight ratio of reducing agents to clay compounds ranges from about 1 to about 10, such as from about 1 to about 5, from about 1 to about 3, or from about 1 to about 2.5.
- the compositions comprise (a) at least one reducing agent chosen from sulfur-based reducing agents, thio-based reducing agents, salts thereof, or combinations thereof; (b) at least one clay compound; and (c) at least one solvent.
- the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid, and at least one clay compound chosen from kaolin, bentonite, smectite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof, for example may comprise kaolin, bentonite, smectite, hectorite, or a combination of two or more thereof.
- reducing agent chosen from sulfites, bisulfites, salts thereof,
- the total amount of reducing agents and/or clay compounds may independently range from about 1 % to about 15%, and the composition may have a weight ratio of the total amount of reducing agents to the total amount of clay compounds ranging from about 1 to about 10, such as from about 1 to about 5, or from about 1 to about 3.
- the compositions comprise (a) at least one reducing agent; (b) at least one clay compound; and (c) at least one solvent, wherein the composition comprises total amounts of reducing agent(s) and clay compound(s) such that the weight ratio of reducing agents to clay compounds ranges from about 1 to about 5, such as from about 1 to about 3, or from about 1 to about 2.5.
- the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid, and the at least one clay compound is chosen from kaolin, bentonite, smectite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof, for example may comprise kaolin, bentonite, smectite, hectorite, or a combination of two or more thereof.
- the total amount of reducing agents may range from about 0.1
- compositions comprising (a) at least one reducing agent; (b) at least one cyclodextrin compound; and (c) at least one solvent.
- reducing agents that may be chosen include but are not limited to cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof.
- the reducing agent may comprise, consist essentially of, or consist of sulfur- and/or thio-based reducing agents and/or salts thereof.
- the reducing agent may be chosen from sulfites, bisulfites, and/or salts thereof, for example sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, may be chosen from thio-based reducing agents such as thiolactic acid or thioglycolic acid, or may be chosen from combinations of two or more thereof.
- Exemplary compositions of this second embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
- the at least one cyclodextrin compound may be chosen from a-cyclodextrin, B-cyclodextrin, y-cyclodextrin, methyl- a-cyclodextrin, methyl-B-cyclodextrin, methyl-y-cyclodextrin, or combinations of two or more thereof.
- the cyclodextrin compound comprises, consists essentially of, or consists of B-cyclodextrin.
- the total amount of cyclodextrin compounds in the composition preferably range from about 0.1% to about 20%, such as from about 1 % to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition. In some cases, the total amount of cyclodextrin compounds ranges from about 3% to about 7%, from about 4% to about 6%, or is about 5% by weight, relative to the total weight of the composition. In other cases, the total amount of cyclodextrin compounds ranges from about 8% to about 12%, from about 9% to about 1 1 %, or is about 10% by weight, relative to the total weight of the composition.
- compositions preferably comprise total amounts of reducing agent(s) and cyclodextrin compound(s) such that the weight ratio of reducing agents to cyclodextrin compounds ranges from about 1 to about 10, such as from about 1 to about 5, from about 1 to about 3, or from about 1 to about 2.5.
- compositions comprise (a) at least one reducing agent chosen from sulfur-based reducing agents, thio-based reducing agents, salts thereof, or combinations thereof; (b) at least one cyclodextrin compound; and (c) at least one solvent.
- the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid.
- reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid.
- the at least one cyclodextrin compound may be chosen from a-cyclodextrin, B-cyclodextrin, y- cyclodextrin, methyl-a-cyclodextrin, methyl-B-cyclodextrin, methyl-y-cyclodextrin, or combinations of two or more thereof, for example may comprise, consist essentially of, or may consist of B-cyclodextrin.
- the total amount of reducing agents and/or cyclodextrin compounds may independently range from about 1% to about 15%, and in various embodiments the composition may have a weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds ranging from about 1 to about 10, such as from about 1 to about 5, or from about 1 to about 3.
- the compositions comprise (a) at least one reducing agent; (b) at least one cyclodextrin compound; and (c) at least one solvent, wherein the composition comprises total amounts of reducing agent(s) and cyclodextrin compound(s) such that the weight ratio of reducing agents to cyclodextrin compounds ranges from about 1 to about 5, such as from about 1 to about 3, or from about 1 to about 2.5.
- the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid, and the at least one cyclodextrin compound is chosen from a-cyclodextrin, B-cyclodextrin, y-cyclodextrin, methyl-a- cyclodextrin, methyl-B-cyclodextrin, methyl-y-cyclodextrin, or combinations of two or more thereof, for example may comprise, consist essentially of, or may consist of B- cyclodextrin.
- the total amount of reducing agents may range from about 0.1 % to about 20%
- compositions comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) optionally, at least one amine compound, and (c) at least one solvent.
- the amine compound may, in various cases, comprise, consist essentially of, or consist of monoethanolamine.
- Exemplary compositions of this third embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
- compositions are free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- glutaric acid is a-ketoglutaric acid.
- the compositions comprise at least one amine compound, and the total amount of amine compounds ranges from about 0.1 % to about 20%, such as from about 1 % to about 20%, from about 2% to about 15%, or from about 3% to about 10% by weight, relative to the total weight of the composition.
- the amine compound may, in some embodiments, comprise, consist essentially of, or consist of monoethanolamine. If present, in some preferred embodiments the compositions comprise monoethanolamine in an amount ranging from about 1 % to about 12%, such as from about 1 .5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition.
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) optionally, at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) monoethanolamine, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) monoethanolamine, and (
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) optionally, at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, gly
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) monoethanolamine, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thi
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) monoethanolamine, and (c) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterio
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) optionally monoethanolamine, and (c) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and where the composition is optionally free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids
- compositions comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent.
- the amino acid is preferably chosen from betaine, aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, valine, salts thereof, or combinations of two or more thereof.
- the amine compound if present, may be chosen from alkanolamines, and in various embodiments may comprise, consist essentially of, or consist of monoethanolamine. Exemplary compositions of this fourth embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
- compositions are free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- glutaric acid is a-ketoglutaric acid.
- the total amount of amino acids preferably ranges from about 0.1% to about 10%, such as from about 0.5% to about 8%, from about 1% to about 6%, or from about 1% to about 5% by weight, relative to the total weight of the composition.
- the amino acids may comprise, consist essentially of, or consist of proline, betaine, arginine, glycine, or a combination of two or more thereof.
- the compositions comprise at least one amine compound in an amount ranging from about 0.1 % to about 20%, such as from about 1 % to about 20%, from about 2% to about 15%, or from about 3% to about 10% by weight, relative to the total weight of the composition.
- the amine compound may, in some embodiments, comprise, consist essentially of, or consist of monoethanolamine.
- the compositions comprise monoethanolamine in an amount ranging from about 1 % to about 12%, such as from about 1 .5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition.
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glyco
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid,
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, g
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- additional reducing agent chosen from glutaric acid compounds other than a
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- additional reducing agent chosen from glutaric acid compounds other than a-keto
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) monoethanolamine, and (d) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic sur
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally monoethanolamine, and (d) at least one solvent; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and where the composition is optionally free or substantially free of reducing agents other than glutaric acid, glyoxylic acid,
- the disclosure relates to compositions comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) optionally, at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent, where the composition optionally further includes at least one clay compound and/or at least one thickening agent.
- the amino acid if present, is preferably chosen from betaine, aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N- phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, valine, salts thereof, or combinations of two or more thereof.
- the amine compound if present may be chosen from alkanolamines, and in various embodiments may comprise, consist essentially of, or consist of monoethanolamine.
- Exemplary compositions of this fifth embodiment surprisingly maintain hair integrity and/or cause less hair damage compared to traditional hair color removing compositions and may also have better odor control.
- the total amount of reducing agents in the composition can range from about 0.1 % to about 35%, such as from about 1 % to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In some embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition. In some preferred cases of this fifth exemplary embodiment, the compositions are free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In some embodiments, the glutaric acid is a-ketoglutaric acid.
- the total amount of amino acids preferably ranges from about 0.1% to about 10%, such as from about 0.5% to about 8%, from about 1% to about 6%, or from about 1% to about 5% by weight, relative to the total weight of the composition.
- the amino acids may comprise, consist essentially of, or consist of proline, betaine, arginine, glycine, or a combination of two or more thereof.
- the total amount of amine compounds for example the total amount of alkanolamines, preferably ranges from about 0.1 % to about 20%, such as from about 0.5% to about 15%, from about 1% to about 10%, or from about 2% to about 9% by weight, relative to the total weight of the composition.
- the amine compound may, in some embodiments, comprise, consist essentially of, or consist of monoethanolamine, and be present in an amount ranging from about 1% to about 15%, such as from about 1 % to about 12%, from about 1 .5% to about 10%, or from about 1 .5% to about 8% by weight, relative to the total weight of the composition.
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) optionally, at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- the composition has a pH ranging from about 1 to
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid,
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) optionally, at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glyco
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glyco
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) optionally at least one amino acid, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- the composition has a pH ranging from about 1 to about 6; and optionally where
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thi
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- reducing agent chosen from glutaric acid, g
- the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) monoethanolamine, and (d) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic sur
- the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally monoethanolamine, and (d) at least one solvent; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and where the composition is optionally free or substantially free
- the disclosure also relates to methods of treating hair using the compositions according to the disclosure.
- the methods are for removing oxidative dyes from the hair.
- a composition according to the disclosure may be applied to the hair and left on the hair for a period of time, for example up to about 2 hours, such as from about 30 seconds to about 2 hours, from about 1 minute to about 1 hour, from about 1 minute to about 45 minutes, from about 1 minute to about 30 minutes, from about 5 minutes to about 1 hour, from about 5 minutes to about 45 minutes, from about 5 minutes to about 30 minutes, etc.
- the methods may further comprise rinsing the hair.
- the disclosure relates to compositions and methods for treating keratin fibers, in particular for removing color from keratin fibers such as color imparted by previously-applied oxidative dyes.
- the color-removal benefits according to various embodiments may be long-lasting, e.g. may last for at least 7 days, at least 1 month, at least 2 months, etc.
- hair treated with compositions according to the disclosure may have improved integrity and/or sensorial benefits.
- compositions according to the disclosure comprise (a) at least one reducing agent, (b) at least one secondary agent, and (c) at least one additional component chosen from solvents, carboxylic acids and/or salts thereof, surfactants, thickening agents, fatty compounds, or combinations of two or more thereof.
- compositions according to the disclosure comprise at least one reducing agent.
- useful reducing agents may be chosen from cysteine, homocysteine, thiolactic acid, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines, bisulphites, sulphites, glutaric acid, glyoxylic acid, glycolic acid, citric acid, salts thereof, or combinations of two or more thereof.
- salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts.
- the at least one reducing agent is chosen from sulfites, bisulfites, and/or salts thereof.
- the at least one reducing agent may be chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof.
- the at least one reducing agent comprises, consists essentially of, or consists of sodium metabisulfite, potassium metabisulfite, or a combination thereof.
- the at least one reducing agent comprises sodium metabisulfite.
- the reducing agent is chosen from thioglycolic acid, thiolactic acid, or a combination thereof.
- the reducing agent comprises a combination of at least two of any of the foregoing.
- the at least one reducing agent is chosen from cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof.
- salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts.
- sulfur-based e.g. sulfites, bisulfites, metabisulfites
- thio-based e.g. thiolactic acid, thioglycolic acid
- the at least one reducing agent is chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and citric acid, or combinations of two or more thereof.
- glutaric acid which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid
- glyoxylic acid glyoxylic acid
- thiolactic acid thioglycolic acid
- glycolic acid and citric acid
- the total amount of reducing agents can range from about 0.1 % to about 35%, such as from about 1 % to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In other preferred embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition. In still other preferred embodiments, the total amount of reducing agents ranges from about 0.1 % to about 20%, such as from about 1 % to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition.
- the total amount of reducing agents may range from about 1 % to about 35%, from about 1 % to about 30%, from about 1 % to about 25%, from about 1 % to about 20%, from about 1% to about 15%, from about 1 % to about 14%, from about 1 % to about 13%, from about 1 % to about 12%, from about 1 % to about 1 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1% to about 7%, from about 1 % to about 6%, from about 1 % to about 5%, from about 2% to about 35%, from about 2% to about 30%, from about 2% to about 25%, from about 2% to about 20%, from about 2% to about 15%, from about 2% to about 14%, from about 2% to about 13%, from about 2% to about 12%, from about 2% to about 11 %, from about 2% to about 10%, from about 2% to about 2% to about 2% to about
- the total amount of reducing agents may be about 1 %, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1 %, about 12%, about 13%, about 14%, about 15%, about 16%, about 17%, about 18%, about 19%, about 20%, about 21 %, about 22%, about 23%, about 24%, or about 25% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
- the reducing agent may be chosen from cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof.
- salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts.
- sulfur-based e.g.
- the reducing agent may comprise, consist essentially of, or consist of sodium metabisulfite, potassium metabisulfite, or a combination thereof.
- the at least one reducing agent comprises sodium metabisulfite.
- the reducing agent is chosen from thioglycolic acid, thiolactic acid, or a combination thereof.
- the reducing agent comprises a combination of at least two of any of the foregoing.
- the total amount of reducing agents ranges from about 0.1 % to about 25%, such as from about 1% to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
- the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sulfites, bisulfites, metabisulfites, salts thereof, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1%, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
- the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1 %, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
- the reducing agent may be chosen from cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof.
- salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts.
- sulfur-based e.g.
- the at least one reducing agent is chosen from sulfites, bisulfites, and/or salts thereof.
- the at least one reducing agent may be chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof.
- the at least one reducing agent comprises, consists essentially of, or consists of sodium metabisulfite, potassium metabisulfite, or a combination thereof. In other cases, the at least one reducing agent comprises sodium metabisulfite. In other cases still, the reducing agent is chosen from thioglycolic acid, thiolactic acid, or a combination thereof. In still other cases, the reducing agent comprises a combination of at least two of any of the foregoing. In preferred examples of this second exemplary embodiment, the total amount of reducing agents ranges from about 0.1% to about 25%, such as from about 1 % to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
- the reducing agent may comprise, consist essentially of, or consist of sulfur- and/or thio-based reducing agents and/or salts thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1%, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
- the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sulfites, bisulfites, metabisulfites, salts thereof, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11 %, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
- the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1 %, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
- the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof.
- the reducing agent comprises, consists essentially of, or consists of a-ketoglutaric acid.
- the total amount of reducing agents ranges from about 0.1 % to about 25%, such as from about 1 % to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
- the composition is free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
- the compositions may contain no more than about 20%, such as no more than about 15%, no more than about 10%, or no more than about 5% of other reducing agents.
- these other reducing agents are present in an amount that is not sufficient, by itself, to remove the color from the hair, e.g.
- the total amount of one or a combination of these other reducing agents is less than about 3%, less than about 2.5%, less than about 2%, less than about 1.5%, less than about 1 %, or less than about 0.5% by weight, relative to the total weight of the composition.
- the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof.
- the reducing agent comprises, consists essentially of, or consists of a-ketoglutaric acid.
- the total amount of reducing agents ranges from about 0.1 % to about 25%, such as from about 1 % to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
- the composition is free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- the compositions may contain no more than about 20%, such as no more than about 15%, no more than about 10%, or no more than about 5% of other reducing agents.
- reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid are present, these other reducing agents are present in an amount that is not sufficient, by itself, to remove the color from the hair, e.g. the total amount of one or a combination of these other reducing agents is less than about 3%, less than about 2.5%, less than about 2%, less than about 1 .5%, less than about 1 %, or less than about 0.5% by weight, relative to the total weight of the composition.
- the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof.
- the reducing agent comprises, consists essentially of, or consists of a-ketoglutaric acid.
- the composition is free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
- the compositions may contain no more than about 20%, such as no more than about 15%, no more than about 10%, or no more than about 5% of other reducing agents.
- reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid are present, these other reducing agents are present in an amount that is not sufficient, by itself, to remove the color from the hair, e.g. the total amount of one or a combination of these other reducing agents is less than about 3%, less than about 2.5%, less than about 2%, less than about 1 .5%, less than about 1 %, or less than about 0.5% by weight, relative to the total weight of the composition.
- the total amount of reducing agents ranges from about 0.1% to about 35%, such as from about 1 % to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In other preferred embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition.
- compositions according to the disclosure comprise at least one secondary agent, which works synergistically with the reducing agent(s) to remove color from hair, in particular oxidative color.
- the compositions comprise more than one secondary agent, for example at least two or at least three secondary agents.
- Useful secondary agents include clay compounds, cyclodextrin compounds, amino acids, amine compounds, and combinations of two or more thereof.
- compositions comprise one or more secondary agents chosen from clay compounds.
- the compositions comprise more than one clay compound, for example, at least two clay compounds, at least three clay compounds, etc.
- compositions according to the disclosure comprise at least one clay compound.
- compositions according to the first, third, fourth, and/or fifth exemplary embodiments preferably comprise at least one clay compound.
- the clay compound may be chosen from kaolinite (also referred to interchangeably as kaolin), bentonite, hectorite, smectite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof.
- kaolin is chosen.
- bentonite is chosen.
- the clay compound comprises, consists essentially of, or consists of smectite, hectorite, kaolin, bentonite, or a combination of two or more thereof. Bentonite is particularly preferred.
- the total amount of clay can range from about 0.1% to about 15%, such as from about 0.5% to about 12%, from about 1 % to about 10%, or from about 5% to about 10% by weight, relative to the total weight of the composition.
- the total amount of clay may range from about 1 % to about 12%, from about 1 % to about 1 1%, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1% to about 6%, from about 1 % to about 5%, from about 1 % to about 4%, from about 1% to about 3%, from about 1 % to about 2%, from about 2% to about 12%, from about 2% to about 1 1%, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about about 0.1% to about 15%, such
- the total amount of clays may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11%, or about 12% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
- the clay compound may comprise, consist essentially of, or consist of bentonite, kaolin, smectite, hectorite, or a combination of two or more thereof, and the total amount of clays may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11 %, or about 12% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
- the weight ratio of reducing agents to clay compounds may range from about 1 to about 10, from about 1 .25 to about 8, from about 1 .5 to about 6, from about 1 .75 to about 4, from about 1 .8 to about 3.5, from about 1 .9 to about 3, or from about 2 to about 2.5.
- the weight ratio of the total amount of reducing agents to the total amount of clay compounds may range from about 1 to about 5, from about 1 to about 4.5, from about 1 to about 4, from about 1 to about 3.5, from about 1 to about 3, from about 1 to about 2.5, from about 1 to about 2.25, from about 1 to about 2, from about 1 to about 1.75, from about 1 to about 1.5, or from about 1 to about 1 .25.
- compositions comprise one or more secondary agents chosen from cyclodextrin compounds.
- the compositions comprise more than one cyclodextrin compound, for example, at least two cyclodextrin compounds, at least three cyclodextrin compounds, etc.
- compositions according to the disclosure comprise at least one cyclodextrin compound.
- compositions according to the second exemplary embodiment preferably comprise at least one cyclodextrin compound.
- Cyclodextrins are a family of cyclic oligosaccharides consisting of a macrocyclic ring of glucose subunits joined by a-1 ,4 glycosidic bonds.
- cyclodextrins that can be used include those of the formula: wherein:
- R is chosen from H, CH3, or a hydroxypropyl group, and n ranges from 6-8.
- a-cyclodextrin sold by the company WACKER under the name CAVAMAX W6 PHARMA B-cyclodextrin sold by the company WACKER under the name CAVAMAX W7 PHARMA, or y-cyclodextrin sold by the company WACKER under the name CAVAMAX W8 PHARMA can be used.
- methyl-B-cyclodextrin sold by the company WACKER under the name CAVASOL W7 may be chosen.
- the at least one cyclodextrin may comprise a mixture of cyclodextrins and/or derivatives thereof.
- the at least one cyclodexctrin may be a mixture of a-cyclodextrin, B-cyclodextrin, and/or y-cyclodextrin.
- the at least one cyclodextrin includes B-cyclodextrin.
- the cyclodextrin is only B-cyclodextrin, and no other cyclodextrins or derivatives thereof are present in the composition.
- the total amount of cyclodextrin compounds may range from about 0.1 % to about 20%, such as from about 1% to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition.
- the total amount of cyclodextrin compounds may range from about 1 % to about 20%, from about 1 % to about 15%, from about 1 % to about 14%, from about 1 % to about 13%, from about 1 % to about 12%, from about 1 % to about 1 1%, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1% to about 6%, from about 1 % to about 5%, from about 2% to about 20%, from about 2% to about 15%, from about 2% to about 14%, from about 2% to about 13%, from about 2% to about 12%, from about 2% to about 1 1 %, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 3% to about 20%, from about 1 % to about 15%
- the total amount of cyclodextrin compounds may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1%, or about 12% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
- the weight ratio of reducing agents to cyclodextrin compounds may range from about 1 to about 10, from about 1 .25 to about 8, from about 1 .5 to about 6, from about 1 .75 to about 4, from about 1 .8 to about 3.5, from about 1 .9 to about 3, or from about 2 to about 2.5.
- the weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds may range from about 1 to about 5, from about 1 to about 4.5, from about 1 to about 4, from about 1 to about 3.5, from about 1 to about 3, from about 1 to about 2.5, from about 1 to about 2.25, from about 1 to about 2, from about 1 to about 1 .75, from about 1 to about 1 .5, or from about 1 to about 1 .25.
- compositions comprise one or more secondary agents chosen from amino acids, salts thereof, or derivatives thereof.
- the compositions comprise more than one amino acid, for example, at least two amino acids, at least three amino acids, etc.
- compositions according to the disclosure comprise at least one amino acid.
- compositions according to the first, second, third, fourth, and/or fifth exemplary embodiments preferably comprise at least one amino acid.
- Amino acids are simple organic compounds containing an amino group ( — NH2) and at least one acid function chosen from carboxylic acid, sulfonic acid, phosphonic acid, or phosphoric acid functions, along with a side chain (R group) specific to each amino acid.
- the amino acids may be of natural or synthetic origin, may be in their L-form, D- form, or a racemic mixture, and may be neutral or ionic.
- Non-limiting examples of useful amino acids include aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, and valine. Salts and/or derivatives of these amino acids may also be used.
- the at least one amino acid may be chosen from amino acids such as arginine, histidine, lysine, glycine, methyl derivatives of glycine such as betaine (also referred to as trimethylglycine), proline, or combinations thereof.
- the amino acids comprise, consist essentially of, or consist of proline, trimethylglycine, arginine, glycine, salts thereof, or a combination of two or more thereof.
- the total amount of amino acids may range from about 0.1 % to about 10%, from about 0.1 % to about 9%, about 0.1% to about 8%, from about 0.1 % to about 7%, from about 0.1% to about 6%, from about 0.1 % to about 5%, from about 0.1 % to about 4%, from about 0.1 % to about 3%, from about 0.1 % to about 2%, from about 0.1 % to about 1%, from about 0.5% to about 10%, from about 0.5% to about 9%, from about 0.5% to about 8%, from about 0.5% to about 7%, from about 0.5% to about 6%, from about 0.5% to about 5%, from about 0.5% to about 4%, from about 0.5% to about 3%, from about 0.5% to about 2%, from about 0.5% to about 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1 % to about % to about 2%
- the total amount of amino acids ranges from about 1 % to about 6%, from about 1 % to about 5.5%, from about 1 % to about 5%, from about 1 % to about 4.5%, from about 1 % to about 4%, from about 1 % to about 3.5%, from about 1.5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3.5%, or from about 1 .5% to about 3% by weight, relative to the total weight of the composition.
- the amino acids comprise, consist essentially of, or consist of proline, betaine, arginine, glycine, or a combination of two or more thereof, in a total amount ranging from about 1% to about 6%, from about 1 % to about 5.5%, from about 1 % to about 5%, from about 1 % to about 4.5%, from about 1 % to about 4%, from about 1% to about 3.5%, from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3.5%, or about 1 .5% to about 3% by weight, relative to the total weight of the composition.
- compositions comprise one or more secondary agents chosen from amine compounds.
- the compositions comprise more than one amine compound, for example, at least two amine compounds, at least three amine compounds, etc.
- compositions according to the disclosure comprise at least one amine compound.
- compositions according to the second, third, fourth, and/or fifth exemplary embodiments preferably comprise at least one amine compound.
- the amine compounds can be chosen from alkanolamines.
- alkanolamines For example, monoethanolamine, diethanolamine, triethanolamine aminomethylpropanol, or the like may be added.
- monoethanolamine works surprisingly synergistically with reducing agents according to the disclosure.
- the total amount of amine compounds present in the composition may range from about 0.1 % to about 20%, such as from about 1 % to about 18%, from about 3% to about 16%, or from about 5% to about 15% by weight, relative to the total weight of the composition.
- the total amount of amine compounds may range from about 0.1 % to about 9%, from about 0.1 % to about 8%, from about 0.1 % to about 7%, from about 0.1% to about 6%, from about 0.1 % to about 5%, from about 0.1 % to about 4%, from about 0.1 % to about 3%, from about 0.1 % to about 2%, from about 0.1 % to about 1%, from about 0.5% to about 10%, from about 0.5% to about 9%, from about 0.5% to about 8%, from about 0.5% to about 7%, from about 0.5% to about 6%, from about 0.5% to about 5%, from about 0.5% to about 4%, from about 0.5% to about 3%, from about 0.5% to about 2%, from about 0.5% to about 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1 % to about 6%, from about 1% to about 2%,
- the total amount of amine compounds ranges from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3.5%, from about 2 to about 6%, about 2% to about 5%, or about 2% to about 4% by weight, relative to the total weight of the composition.
- the amine compound comprises, consists essentially of, or consists of alkanolamines, which may be present in a total amount ranging from about 1 % to about 12%, such as from about 1.5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition.
- the amine compound comprises, consists essentially of, or consists of alkanolamines, which may be present in a total amount of about 1 %, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
- the amine compound comprises, consists essentially of, or consists of monoethanolamine, and the monoethanolamine is present in an amount ranging from about 1 % to about 12%, such as from about 1 .5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition, for example in an amount of about 1 %, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
- compositions according to the disclosure typically comprise at least one solvent.
- the solvent may be chosen from water, non-aqueous solvents, or combinations thereof.
- the solvent comprises, consists essentially of, or consists of water.
- the total amount of water may vary depending on the desired properties of composition, for example consistency, viscosity, etc.
- non-aqueous solvents maybe used, for example, glycerin, C1-4 alcohols, fatty alcohols, fatty ethers, fatty esters, polyols, glycols, vegetable oils, mineral oils, liposomes, laminar lipid materials, or combinations thereof.
- Non-limiting examples of non-aqueous solvents include alkanediols such as glycerin, 1 ,2,6-hexanetriol, trimethylolpropane, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, dipropylene glycol, 2-butene-1 ,4-diol, 2-ethyl-1 ,3-hexanediol, 2-methyl-2,4-pentanediol, caprylyl glycol, 1 ,2-hexanediol, 1 ,2-pentanediol, and 4-methyl-1 ,2-pentanediol; alkyl alcohols having 1 to 4 carbon atoms such as ethanol, methanol, butanol, propanol, and isopropanol; glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl
- the total amount of solvents in the composition typically ranges from about 50% to about 98%, such as from about 60% to about 98%, from about 70% to about 98%, from about 75% to about 98%, from about 75% to about 95%, or from about 80% to about 90% by weight, relative to the total weight of the composition.
- compositions according to the disclosure may optionally comprise at least one surfactant chosen from anionic, non-ionic, and/or amphoteric or zwitterionic surfactants.
- the compositions may comprise one or more anionic surfactants, one or more non-ionic surfactants, or one or more amphoteric/zwitterionic surfactants, or the compositions may comprise mixtures of surfactants having the same or different ionicities.
- the compositions comprise at least at least one anionic surfactant.
- anionic surfactant means a surfactant comprising, as ionic or ionizable groups, only anionic groups.
- a species is termed as being “anionic” when it bears at least one permanent negative charge or when it can be ionized as a negatively charged species, under the conditions of use of the composition (for example the medium or the pH) and not comprising any cationic charge.
- the anionic surfactants may be sulfate, sulfonate, and/or carboxylic (or carboxylate) surfactants, or mixtures thereof.
- Sulfate anionic surfactants comprise at least one sulfate function but do not comprise any carboxylate or sulfonate functions.
- the sulfate anionic surfactants that may be used comprise at least one sulfate function ( — OSO3H or — OSO3).
- Non-limiting examples of sulfate anionic surfactants include alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates; and also the salts of these compounds; the alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group; these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
- Sulfonate anionic surfactants comprise at least one sulfonate function ( — SO3H or — SO3-) and may optionally also comprise one or more sulfate functions, but do not comprise any carboxylate functions.
- the sulfonate anionic surfactants that may be used comprise at least one sulfonate function ( — SO3H or — SOs-).
- Non-limiting examples of sulfonate anionic surfactants include alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefinsulfonates, paraffin sulfonates, alkylsulfosuccinates, alkyl ether sulfosuccinates, alkylamidesulfosuccinates, alkylsulfoacetates, N-acyltau rates, acylisethionates; alkylsulfolaurates; and also the salts of these compounds; the alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group; these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50
- Carboxylate anionic surfactants comprise at least one carboxylic or carboxylate function ( — COOH or — COO ⁇ ) and may optionally also comprise one or more sulfate and/or sulfonate functions.
- the carboxylic anionic surfactants that may be used thus comprise at least one carboxylic or carboxylate function ( — COOH or — COO-).
- Non-limiting examples of carboxylate anionic surfactants include acylglycinates, acyllactylates, acylsarcosinates, acylglutamates, alkyl-D- galactosideuronic acids, alkyl ether carboxylic acids, alkyl(C6-30 aryl) ether carboxylic acids, alkylamido ether carboxylic acids; and also the salts of these compounds; the alkyl and/or acyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group; these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
- the salt may be chosen from alkali metal salts, such as the sodium or potassium salt, ammonium salts, amine salts and in particular amino alcohol salts, and alkaline-earth metal salts, such as the magnesium salt.
- amino alcohol salts may include but are not limited to monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2- methyl-1 -propanol salts, 2-amino-2-methyl-1 ,3-propanediol salts and tris(hydroxymethyl)aminomethane salts.
- alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts may be chosen, especially in the form of alkali metal, ammonium, amino alcohol and alkaline-earth metal salts, or a mixture of these compounds, may be chosen.
- the anionic surfactant may be chosen from sodium laureth sulfate, ammonium laureth sulfate, disodium lauryl sulfosuccinate, disodium laureth sulfosuccinate, diammonium lauryl sulfosuccinate, diethylhexyl sodium sulfosuccinate, sodium oleyl succinate, sodium lauroyl methyl isethionate, sodium lauryl isethionate, sodium cocoyl isethionate, sodium laureth-5 carboxylate, lauryl ether carboxylic acid, ammonium lauryl sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, monoethanolamine laureth s
- compositions may comprise at least one anionic surfactant chosen from sodium laureth sulfate, sodium lauryl sulfate, sodium lauroyl sulfate, sodium lauroyl methyl isethionate, or a combination of two or more thereof.
- the total amount of anionic surfactants may range up to about 15%, such as up to about 12%, up to about 10%, up to about 8%, up to about 5%, up to about 3.5%, or up to about 2% by weight, relative to the total weight of the composition.
- the total amount of anionic surfactants may range from about 0.01 % to about 10%, from about 0.1 % to about 8%, from about 0.5% to about 6%, or from about 1 % to about 4% by weight, relative to the total weight of the composition.
- the compositions comprise at least one anionic surfactant, and have a total amount of anionic surfactants ranging from about 0.25% to about 5%, such as from about 0.5% to about 4%, from about 0.75% to about 3%, or from about 1 % to about 2% by weight, relative to the total weight of the composition.
- the compositions comprise at least one amphoteric or zwitterionic surfactant.
- useful amphoteric surfactants include derivatives of aliphatic secondary and tertiary amines where the aliphatic radical can be straight or branched chain and one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate.
- amphoteric surfactants include sodium cocaminopropionate, sodium cocaminodipropionate, sodium cocoamphoacetate, sodium cocoamphohydroxypropylsulfonate, sodium cocoamphopropionate, sodium cornamphopropionate, sodium lauraminopropionate, sodium lauroamphoacetate, sodium lauroamphohydroxypropylsulfonate, sodium lauroamphopropionate, sodium cornamphopropionate, sodium lauriminodipropionate, ammonium cocaminopropionate, ammonium cocaminodipropionate, ammonium cocoamphoacetate, ammonium cocoamphohydroxypropylsulfonate, ammonium cocoamphopropionate, ammonium cornamphopropionate, ammonium lauraminopropionate, ammonium lauroamphoacetate, ammonium lauroamphohydroxypropylsulfonate, ammonium lauroamphopropionate, ammonium cornam
- Betaine surfactantss may also be used.
- the total amount of amphoteric or zwitterionic surfactants may range up to about 15%, such as up to about 12%, up to about 10%, up to about 8%, up to about 5%, up to about 3.5%, or up to about 2% by weight, relative to the total weight of the composition.
- the total amount of amphoteric or zwitterionic surfactants may range from about 0.01 % to about 10%, from about 0.1% to about 8%, from about 0.5% to about 6%, or from about 1% to about 4% by weight, relative to the total weight of the composition.
- the compositions comprise at least one amphoteric or zwitterionic surfactant, and have a total amount of amphoteric or zwitterionic surfactants ranging from about 0.25% to about 5%, such as from about 0.5% to about 4%, from about 0.75% to about 3%, or from about 1% to about 2% by weight, relative to the total weight of the composition. In at least some other embodiments, the compositions are free or substantially free of amphoteric surfactants.
- the nonionic surfactants may be chosen from alcohols, ct-diols and (C1-C20) alkylphenols, these compounds being polyethoxylated, polypropoxylated and/or polyglycerolated, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30, or alternatively these compounds comprising at least one fatty chain comprising from 8 to 30 carbon atoms and especially from 16 to 30 carbon atoms.
- nonionic surfactants may be chosen from monooxyalkylenated or polyoxyalkylenated (C8-C24)alkylphenols, saturated or unsaturated, linear or branched, monooxyalkylenated or polyoxyalkylenated Cs-Cso alcohols, saturated or unsaturated, linear or branched, monooxyalkylenated or polyoxyalkylenated Cs- C30 amides, esters of saturated or unsaturated, linear or branched, C8-C30 acids and of polyalkylene glycols, monooxyalkylenated or polyoxyalkylenated esters of saturated or unsaturated, linear or branched, Cs-Cso acids and of sorbitol, saturated or unsaturated, monooxyalkylenated or polyoxyalkylenated plant oils, condensates of ethylene oxide and/or of propylene oxide, or combinations thereof.
- the adducts of ethylene oxide with lauryl alcohol for example those containing from 9 to 50 oxyethylene units or from 10 to 12 oxyethylene units (Laureth-10 to Laureth-12); the adducts of ethylene oxide with behenyl alcohol, for example those containing from 9 to 50 oxyethylene units (Beheneth-9 to Beheneth- 50); the adducts of ethylene oxide with cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol), for example those containing from 10 to 30 oxyethylene units (Ceteareth-10 to Ceteareth-30); the adducts of ethylene oxide with cetyl alcohol, for example those containing from 10 to 30 oxyethylene units (Ceteth-10 to Ceteth-30); the adducts of ethylene oxide with stearyl alcohol, for example those containing from 10 to 30 oxyethylene units (Steareth-10 to Steareth-30); the adducts of ethylene oxide with lauryl alcohol, for example those containing
- alcohols such as lauryl alcohol containing 4 mol of glycerol (Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1 .5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleocetyl alcohol containing 6 mol of glycerol, or octadecanol containing 6 mol of glycerol; polyoxyethylenated fatty esters such as the adducts of ethylene oxide with esters of lauric acid, palmitic acid, stearic acid or behenic acid, and mixtures thereof, for example those containing from
- the total amount of nonionic surfactants may range up to about 15%, such as up to about 12%, up to about 10%, up to about 8%, up to about 5%, up to about 3.5%, or up to about 2% by weight, relative to the total weight of the composition.
- the total amount of nonionic surfactants may range from about 0.01 % to about 10%, from about 0.1 % to about 8%, from about 0.5% to about 6%, or from about 1 % to about 4% by weight, relative to the total weight of the composition.
- the compositions comprise at least one nonionic surfactant, and have a total amount of nonionic surfactants ranging from about 0.25% to about 5%, such as from about 0.5% to about 4%, from about 0.75% to about 3%, or from about 1 % to about 2% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions are free or substantially free of nonionic surfactants.
- compositions according to the disclosure are free or substantially free of cationic surfactants.
- compositions according to the disclosure may include at least one fatty compound.
- the at least one fatty compound may be chosen from lower alkanes, fatty alcohols, fatty acids, esters of fatty acids, esters of fatty alcohols, oils such as mineral, vegetable, animal, silicone and non-silicone oils, silicone and non-silicone waxes, or combinations of any two or more thereof.
- the compositions comprise at least one fatty compound of natural origin. In some embodiments, the compositions are free of fatty compounds that are not of natural origin.
- Non-limiting examples of silicone oils include dimethicone, amodimethicone, cyclomethicone, polysilicone-1 1 , phenyl trimethicone, trimethylsilylamodimethicone, and stearoxytrimethylsilane.
- the composition may comprise at least one silicone chosen from amodimethicone, PEG-7 Dimethicone, PEG- 8 Dimethicone, PEG-9 Dimethicone, PEG-10 Dimethicone, PEG-12 Dimethicone, PEG-14 Dimethicone, PEG-17 Dimethicone, PEG/PPG-3/10 Dimethicone, PEG/PPG-4/12 Dimethicone, PEG/PPG-17/18 Dimethicone, cetyl PEG/PPG-10/1 dimethicone, Dimethicone PEG-8 Benzoate, Dimethicone PEG-7 Phosphate, Dimethicone PEG-8 Phosphate, Dimethicone PEG-10 Phosphate, or a combination of two or more thereof.
- silicone chosen from amodimethicone, PEG-7 Dimethicone, PEG- 8 Dimethicone, PEG-9 Dimethicone, PEG-10 Dimethicone, PEG
- compositions comprise a silicone oil component that comprises, consists essentially of, or consists of dimethicone, amodimethicone, or a combination thereof.
- the compositions are free or substantially free of silicone oils and/or silicone waxes.
- compositions according to the disclosure may include at least one fatty compound chosen from fatty alcohols.
- “fatty alcohol” refers to any alcohol with a carbon chain of C5 or greater, such as, for example, C8 or greater, C10 or greater, or C12 or greater, such as from 6 to 30 carbon atoms or from 8 to 30 carbon atoms.
- the fatty alcohols may be alkoxylated or non- alkoxylated, saturated or unsaturated, and linear or branched.
- Non-limiting examples of fatty alcohols include arachidyl alcohol, behenyl alcohol, caprylic alcohol, cetearyl alcohol, cetyl alcohol, coconut alcohol, decyl alcohol, hydrogenated tallow alcohol, jojoba alcohol, lauryl alcohol, myristyl alcohol, oleyl alcohol, palm alcohol, palm kernel alcohol, stearyl alcohol, tallow alcohol, tridecyl alcohol, or combinations of two or more thereof.
- the compositions comprise a fatty alcohol component that comprises, consists essentially of, or consists of cetyl alcohol, stearyl alcohol, cetearyl alcohol, or combinations thereof.
- the composition may include one or more fatty compounds chosen from oils of animal, vegetable, or mineral origin (e.g. lanolin, squalene, fish oil, perhydrosqualene, mink oil, turtle oil, soybean oil, grape seed oil, sesame oil, maize oil, rapeseed oil, sunflower oil, cottonseed oil, avocado oil, olive oil, castor seed oil, jojoba seed oil, peanut oil, sweet almond oil, palm oil, cucumber oil, hazelnut oil, apricot kernel oil, wheat germ oil, calophyllum oil, macadamia oil, coconut oil, cereal germ oil, candlenut oil, thistle oil, candelilla oil, safflower oil, or shea butter), linear or branched hydrocarbons (e.g.
- oils of animal, vegetable, or mineral origin e.g. lanolin, squalene, fish oil, perhydrosqualene, mink oil, turtle oil, soybean oil, grape seed oil, sesame oil, maize oil,
- polybutene hydrogenated polyisobutene, polyisoprene, polydecenes such as hydrogenated polydecene, or also linear, branched and/or cyclic alkanes which are optionally volatile, such as, for example, isohexadecane, isododecane, isodecane, or isohexadecane), mono- and/or polyesters of fatty acids and/or of fatty alcohols (e.g.
- Nonlimiting examples of fatty acids include optionally branched and/or unsaturated fatty acids such as myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, isostearic acid, or combinations of two or more thereof.
- the total amount of fatty compounds in the composition may range up to about 20%, such as up to about 18%, up to about 15%, up to about 12%, up to about 10%, up to about 8%, or up to about 5% by weight, relative to the total weight of the composition.
- the total amount of fatty compounds may range from about 0.1 % to about 20%, such as from about 0.5% to about 18%, from about 1% to about 15%, from about 1.25% to about 12%, or from about 1.5% to about 10% by weight, relative to the total weight of the composition.
- the compositions are free or essentially free of fatty compounds.
- compositions according to the disclosure optionally comprise at least one thickening agent.
- useful thickening agents include, but are not limited to, semisynthetic polymers, such as semisynthetic cellulose derivatives, synthetic polymers, such as carbomers, poloxamers, and acrylates/beheneth-25 methacrylate copolymer, acrylates copolymer, polyethyleneimines (e.g., PEI-10), naturally occurring polymers, such as acacia, tragacanth, alginates (e.g., sodium alginate), carrageenan, vegetable gums, such as xanthan gum, guar gum, petroleum jelly, waxes, particulate associate colloids, such as bentonite, colloidal silicon dioxide, and microcrystalline cellulose, celluloses such as hydroxyethylcellulose and hydroxypropylcellulose, and guars such as hydroxypropyl guar.
- semisynthetic polymers such as semisynthetic cellulose derivatives
- the thickening agent may be chosen from associative thickening polymers such as anionic associative polymers, amphoteric associative polymers, cationic associative polymers, or nonionic associative polymers.
- associative thickening polymers such as anionic associative polymers, amphoteric associative polymers, cationic associative polymers, or nonionic associative polymers.
- a nonlimiting example of an amphoteric associative polymer is acrylates/beheneth-25 methacrylate copolymer, and non-limiting examples of anionic associative polymers include acrylates copolymer and acrylates crosspolymer-4.
- the total amount of thickening agents may range from about 0.001 % to about 5%, such as from about 0.01 % to about 4%, from about 0.1 % to about 3.5%, from about 0.2% to about 3%, from about 0.3% to about 2.5% by weight, from about 0.4% to about 2%, from about 0.5% to about 1 .5%, or from about 0.5% to about 1 %, relative to the total weight of the composition.
- Carboxylic Acids such as from about 0.01 % to about 4%, from about 0.1 % to about 3.5%, from about 0.2% to about 3%, from about 0.3% to about 2.5% by weight, from about 0.4% to about 2%, from about 0.5% to about 1 .5%, or from about 0.5% to about 1 %, relative to the total weight of the composition.
- compositions according to the disclosure optionally comprise at least one carboxylic acid.
- the compositions comprise more than one carboxylic acid, for example, at least two carboxylic acids, at least three carboxylic acids, etc.
- mono-, di-, or tri-carboxylic acids may be chosen.
- the at least one carboxylic acid may be chosen from citric acid, maleic acid, succinic acid, aspartic acid, glutamic acid, lactic acid, malic acid, tartaric acid, salts thereof, or combinations thereof, preferably citric acid, lactic acid, salts thereof, or combinations thereof.
- citric acid may be chosen.
- the total amount of carboxylic acids may range up to about 3%, such as up to about 2.5%, up to about 2%, up to about 1 .5%, up to about 1 %, or up to about 0.5% by weight, relative to the total weight of the composition.
- the total amount of carboxylic acids may range from about 0.001 % to about 3%, from about 0.01 % to about 2.5%, from about 0.1% to about 2%, or from about 0.1 % to about 1 .5% by weight, relative to the total weight of the composition.
- the total amount of mono-, di-, and tri-carboxylic acids does not exceed about 1 %, for example may range from 0.001 % to about 1%, such as from about 0.001 % to about 0.9%, from about 0.001 % to about 0.8%, from about 0.001 % to about 0.7%, from about 0.001 % to about 0.6%, from about 0.001 % to about 0.5%, from about 0.001 % to about 0.4%, from about 0.001 % to about 0.3%, from about 0.001% to about 0.2%, or from about 0.001% to about 0.1 % by weight, relative to the total weight of the composition.
- compositions are free or essentially free of carboxylic acids, or are free or essentially free of mono-, di-, and/or tri-carboxylic acids. In other embodiments, the compositions are free or essentially free of citric acid.
- compositions according to the disclosure may optionally include one or more auxiliary components.
- auxiliary components include preservatives, fragrances, pH adjusters, salts, antioxidants, vitamins (e.g. ascorbic acid, tocopherol), vitamin derivatives, botanical extracts, buffers, sequestering agents, and the like.
- the compositions are free or essentially free of any of the aforementioned, e.g. the compositions may be free or essentially free of antioxidants, free or essentially free of ascorbic acid, etc.
- the total amount of auxiliary components typically ranges from about 0.01 % to about 15% by weight, based on the total weight of the composition.
- the individual amounts of each component or the total amount of components may range from about 0.1 % to about 10%, about 0.1% to about 8%, about 0.1 % to about 5%, about 0.1 % to about 4%, about 0.1% to about 3%, about 0.1 % to about 2%, about 0.25% to about 10%, about 0.25% to about 8%, about 0.25% to about 5%, about 0.25% to about 4%, about 0.25% to about 3%, about 0.25% to about 2%, about 0.5% to about 10%, about 0.5% to about 8%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%, about 0.75% to about 10%, about 0.75% to about 8%, about 0.75% to about 5%, about 0.75% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%
- compositions may be free of cationic surfactants, ascorbic acid, citric acid, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
- compositions may be essentially free of ascorbic acid, citric acid, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia, for example may comprise less than 5%, less than 4.5%, less than 4%, less than 3.5%, less than 3%, less than 2.5%, less than 2%, less than 1 .5%, less than 1 .25%, less than 1 %, less than 0.75%, less than 0.5%, less than 0.4%, less than 0.3%, less than 0.2%, less than 0.1 %, less than 0.05%, or less than 0.01% of a total amount of ascorbic acid, citric acid, sulfites, bisulfites, metabisulfites, persulfates, peroxides, or ammonia, or of a total amount of any combination of two or more thereof.
- the composition is free or essentially free of cationic surfactants, persulfates, peroxides, and/or ammonia.
- the composition is free or essentially free of cationic surfactants, persulfates, peroxides, and/or ammonia.
- the composition is free or essentially free of citric acid, cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
- the composition is free or essentially free of cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
- the composition is free or essentially free of cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
- compositions may be in any suitable form.
- the compositions may be a liquid, a gel, a gel cream, a cream, a serum, etc.
- the compositions can be used as a one-part hair color removing composition, as compared to known systems for removing color from hair that require the application of multiple compositions to effectively remove color from the hair.
- the pH of the composition is typically acidic, i.e. below 7, such as below about 6, below about 5, or below about 4.
- compositions according to the disclosure may have a pH ranging from about 1 to about 6, preferably from about 2 to about 5, from about 2.5 to about 5, from about 2.75 to about 4.75, from about 3 to about 4.5, or from about 3.25 to about 4.25.
- the disclosure further relates to methods of removing color from keratin fibers, especially hair that has been previously dyed such as with an oxidation dye.
- the methods comprise applying a composition according to the disclosure onto the keratin fibers, e.g. hair, optionally leaving the composition on the keratin fibers for a period of time (“rest period,” “resting period,” or “leave-in period”), and subsequently rinsing the composition from the keratin fibers.
- the methods may comprise a two-step method, which is simpler and more effective than known three- or more step methods where multiple compositions are applied to the hair for color removal before the hair is rinsed.
- the appropriate leave-in period will be determined based on the color to be removed, and may in various embodiments last up to about 1 minute, up to about 2 minutes, up to about 5 minutes, up to about 10 minutes, up to about 20 minutes, up to about 30 minutes, up to about 45 minutes, up to about 1 hour, up to about 2 hours, etc., such as from about 1 minute to about 60 minutes, from about 2 minutes to about 45 minutes, from about 5 minutes to about 40 minutes, or from about 10 minutes to about 30 minutes.
- compositions and methods according to the disclosure effectively remove color imparted to hair by previously- applied oxidative dyes without the use of persulfates, peroxides, and/or ammonia, and can prevent or substantially prevent the oxidative dyes from re-oxidizing such that the color does not return.
- the compositions are free or essentially free of sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia
- the methods include only compositions that are free or substantially free of sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
- synergistic combination of components in compositions and methods according to the disclosure also surprisingly reduces or eliminates the odor that is typically encountered with compositions and methods for removing color from hair.
- a salt thereof also relates to “salts thereof.”
- the disclosure refers to “at least one element selected from the group consisting of A, B, C, D, E, F, a salt thereof, or mixtures thereof,” it indicates that one or more of A, B, C, D, and F may be included, one or more of a salt of A, a salt of B, a salt of C, a salt of D, a salt of E, and a salt of F may be included, or a mixture of any two or more of A, B, C, D, E, F, one or more salts of A, one or more salts of B, one or more salts of C, one or more salts of D, one or more salts of E, and one or more salts of F may be included.
- water and/or non-aqueous solvents means “water and non-aqueous solvents” as well as “water or non-aqueous solvents,” and expressly covers instances of either.
- the phrases “and mixtures thereof,” “and a mixture thereof,” “and combinations thereof,” “and a combination thereof,” “or mixtures thereof,” “or combinations thereof,” and “or a combination thereof,” are used interchangeably to denote that the listing of components immediately preceding the phrase, such as “A, B, C, D, or mixtures thereof” signify that the component(s) may be chosen from A, from B, from C, from D, from A+B, from A+B+C, from A+D, from A+C+D, etc., without limitation on the variations thereof. Thus, the components may be used individually or in any combination thereof.
- a component is described as being present “in an amount up to” a certain amount, it is intended that such component is, in fact, present in the composition, i.e. is present in an amount greater than 0%.
- the phrase “applying a composition onto keratin fibers” and variations thereof are intended to mean contacting the keratin fibers such as hair with at least one of the compositions of the disclosure, in any manner. It may also mean contacting the keratin fibers with an effective amount of the composition.
- salts may include salts having a counterion such as an alkali metal, alkaline earth metal, or ammonium counterion. This list of counterions, however, is non-limiting. Salts also include a dissociated form of a compound, e.g. in an aqueous solution.
- the term “substantially free” or “essentially free” means the specific material may be present in small amounts that do not materially affect the basic and novel characteristics of the compositions according to the disclosure. For instance, there may be less than 2% by weight of a specific material added to a composition, based on the total weight of the compositions (provided that an amount of less than 2% by weight does not materially affect the basic and novel characteristics of the compositions according to the disclosure. Similarly, the compositions may include less than 2%, less than 1.5%, less than 1 %, less than 0.5%, less than 0.1%, less than 0.05%, or less than 0.01 %, or none of the specified material.
- a claimed composition may be “free,” “essentially free” (or “substantially free”) of one or more components that are positively set forth in the instant disclosure.
- the term “substantially free” or “essentially free” as used herein may also mean that the specific material is not added to the composition but may still be present in a raw material that is included in the composition.
- the terms “treat,” “treated,” “treatment,” and variations thereof is not intended to be limiting, but rather is merely intended to indicate that one or more compositions is applied to the hair, and optionally removed from the hair.
- hair that is “treated” with a composition according to the disclosure may have had the composition applied, and/or may have had the composition applied and removed, e.g. by rinsing or towel drying.
- hair that is “treated” with a composition according to the disclosure may have had the composition applied, and/or may have had the composition applied and rinsed from the hair.
- color removal should be understood to refer to removal of artificial color from the hair imparted by previously-applied oxidative dyes. It should be understood that removal of color can include removal of all color or can include removal of various tones of color. Therefore, in some embodiments, overall lightening of the hair color will be observed (e.g. greater AE), while in other embodiments even if the overall color change is not considered significant, variation in one or more of the L*, a*, or b* values will be observed.
- the change in the color of hair is evaluated with the CIE L* a* b* system, using Colorshot MS, where the change is determined by evaluating the color of the hair after treatment (L*2, a*2, b*2) compared to the color of the hair before treatment (L*i, a*i, b*i).
- the change in color (AE) is defined as:
- the three parameters represent, respectively, the color intensity (L*), the green/red color axis (a*) and the blue/yellow color axis (b*).
- L* color intensity
- a* green/red color axis
- b* blue/yellow color axis
- compositions 1A-1 D according to a first exemplary embodiment of the disclosure were prepared as shown in Table 1A, and comparative compositions C1 - C3 were prepared as shown in Table 1 B.
- Two commercially-available hair color remover compositions C4-C5 are shown in Table 1 C, which shows the ingredients as listed on the packages.
- swatches each of virgin and permed, -90% grey hair (20 swatches total) were colored with a commercially-available oxidative hair dye composition.
- the oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
- the swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
- compositions 1 A-1 D and C1-C5 were applied to one virgin and one permed swatch at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with the hair dye mixture and permed hair colored with the hair dye mixture.
- the swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- Table 2A-1 shows the L*, a*, b* and AE values for swatches of virgin hair at To.
- Table 2A-2 shows the L*, a*, b* and AE values for swatches of permed hair at To.
- Tables 2A-1 and 2A-2 demonstrate that when the same amount of reducing agents is used, the presence of the clay compound surprisingly improves the efficacy of the color-removal of the composition. This can be seen, for example, by comparing the AE values of compositions 1 A and 1 B with that of compositions C1 and C2, and by comparing the AE values of compositions 1 C and 1 D with that of composition C3.
- Tables 2A-1 and 2A-2 show that the compositions according to the disclosure perform significantly better than commercially-available color removal compositions C4 and C5, particularly on permed hair.
- Table 2B-2 shows the L*, a*, b* and AE values for swatches of permed hair at T7.
- Tables 2B-1 and 2B-2 therefore demonstrate that the color removal lasts through at least one week. It was observed that even after several months, the swatches treated with compositions 1A-1 D visually appeared to maintain the same level of color removal, demonstrating that re-oxidation of the color does not occur.
- Example 3 demonstrates that the compositions according to the disclosure have surprisingly better odor control than compositions not according to the disclosure.
- compositions 2A-2B according to a second exemplary embodiment of the disclosure were prepared as shown in Table 4A, and comparative compositions C6- C8 were prepared as shown in Table 4B.
- Two commercially-available hair color remover compositions C9-C10 are shown in Table 4C, which shows the ingredients as listed on the packages.
- compositions 2A and C6-C10 were applied to one virgin swatch, and each of compositions 2A-2B and C6-C10 were applied to one permed swatch at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with an oxidative dye and permed hair colored with an oxidative dye.
- the swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- Table 5A-1 shows the L*, a*, b* and AE values for swatches of virgin hair at To. TABLE 5A-1
- Table 5A-2 shows the L*, a*, b* and AE values for swatches of permed hair at To.
- Tables 5A-1 and 5A-2 demonstrate that compositions according to the disclosure are surprisingly more effective for removing color from hair, compared to compositions not according to the disclosure. This benefit is clear when considering the difference in overall hair color-removing results (AE) observed on the swatches treated with composition 2A compared to the results observed on the swatches treated with compositions C6-C7, which are identical except for the cyclodextrin and fragrance.
- Tables 5A-1 and 5A-2 show that the compositions according to the disclosure perform significantly better than commercially-available color removal compositions C9 and C10, particularly on permed hair.
- This Example also demonstrates that compositions according to the disclosure effectively alter the color, shade, or tone of the hair without having to remove all of the previously-applied color.
- Table 5A-2 shows differences in the L*, a*, and b* values of the swatch treated with composition 2B compared to the values of the swatch treated with composition C8, which are identical except for the cyclodextrin.
- the difference in b* values of the treated swatches demonstrates that the swatch treated with composition 2B has a warmer, more yellow undertone, showing that the blue tone was more effectively removed than in the swatch treated with composition C8.
- hair color-removing compositions according to the disclosure can also be effectively used to adjust the color or tone of the hair.
- Table 5B-1 shows the L*, a*, b* and AE values for swatches of virgin hair at T7.
- Table 5B-2 shows the L*, a*, b* and AE values for swatches of permed hair at T7.
- Tables 5B-1 and 5B-2 therefore demonstrate that the color removal lasts through at least one week. It was observed that even after several months, the swatches treated with composition 2A visually appeared to maintain the same level of color removal, demonstrating that re-oxidation of the color does not occur.
- Example 6 demonstrates that compositions according to a second exemplary embodiment of the disclosure have surprisingly better odor control than compositions not according to the disclosure.
- compositions 3A-3C according to a third exemplary embodiment of the disclosure, and comparative composition C11 were prepared as shown in Table 7.
- the pH of each composition was about 3.5.
- swatches of permed, ⁇ 90% grey hair were colored with a commercially- available oxidative hair dye composition.
- the oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
- the swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
- compositions 3A-3C and C11 were applied to separate swatches at a rate of about 2 grams per gram of hair. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- One swatch colored with the hair dye mixture was not treated with a colorremoving composition and is used as a control.
- Tables 8A and 8B therefore demonstrate that color removal with compositions according to the disclosure is not only highly effective, but also that the color removal lasts through at least one week. Additionally, it was observed that even after several months, the swatches treated with compositions 3A-3C visually appeared to maintain the same color, demonstrating that re-oxidation of the color does not occur.
- compositions 4A-4C according to a third exemplary embodiment of the disclosure were prepared as shown in Table 9.
- the pH of each composition was about 3.5.
- swatches of virgin, -90% grey hair, and four swatches of permed, -90% grey hair (7 swatches total) were colored with a commercially-available oxidative hair dye composition.
- the oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
- the swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
- compositions 4B and 4C were applied to separate virgin swatches, and each of compositions 4A-4C was applied to separate permed swatches, at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with the hair dye mixture and permed hair colored with the hair dye mixture.
- the swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- compositions 5A-5E according to a fourth exemplary embodiment of the disclosure, and comparative composition C12, were prepared as shown in Table 11 .
- the pH of each composition was about 3.5.
- oxidative hair dye composition Six swatches of permed, -90% grey hair were colored with a commercially- available oxidative hair dye composition.
- the oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
- the swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
- compositions 5A-5D and C12 were applied to separate swatches at a rate of about 2 grams per gram of hair. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- One swatch colored with the hair dye mixture was not treated with a colorremoving composition and was used as a control.
- Table 12A demonstrates that compositions according to the disclosure are surprisingly more effective for removing color from hair compared to compositions not according to the disclosure, as demonstrated by the significantly higher AE values for swatches treated with compositions 5A-5D compared to the swatch treated with composition C12. Since a difference in AE of ⁇ 2 is visible to the naked eye, these results are significant.
- Tables 12A and 12B therefore demonstrate that color removal with compositions according to the disclosure is not only highly effective, but also that the color removal lasts through at least one week. Additionally, it was observed that even after several months, the swatches treated with compositions 5A-5D visually appeared to maintain the same color, demonstrating that re-oxidation of the color does not occur.
- Example 13 Compositions Including Amines
- compositions 6A-6C according to a fourth exemplary embodiment of the disclosure were prepared as shown in Table 13.
- the pH of each composition was about 3.5.
- oxidative hair dye composition Three swatches of virgin, -90% grey hair, and four swatches of permed, -90% grey hair (7 swatches total) were colored with a commercially-available oxidative hair dye composition.
- the oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
- the swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
- compositions 6B and 6C were applied to separate virgin swatches, and each of compositions 6A-6C were applied to separate permed swatches, at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with the hair dye mixture and permed hair colored with the hair dye mixture.
- the swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- compositions 7A-7G according to a fifth exemplary embodiment of the disclosure were prepared as shown in Table 15.
- the pH of each composition was about 3.6.
- swatches of permed, -90% grey hair were colored with a commercially- available oxidative hair dye composition.
- the oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
- the swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
- compositions 7A-7D were applied to separate swatches at a rate of about 2 grams per gram of hair. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
- One swatch colored with the hair dye mixture was not treated with a colorremoving composition and is used as a control.
- the color of each of the swatches was then evaluated with the CIE L* a* b* system, as described above.
- Table 16A shows the AE values, representing the change in color compared to the control.
- the integrity of the untreated swatch, the control swatch, and the treated hair swatches was evaluated by measuring the break stress and elastic modulus of the swatches with a fiber tensile testing instrument from Dia-Stron known as an MTT (Miniature Tensile Tester).
- the break stress represents the force/area needed to break the hair fiber
- the elastic modulus represents a measure of the hair's springlike structure (elasticity). A higher break stress and elastic modulus represents a stronger hair fiber.
- Table 17A shows the measured break stress and elastic modulus values.
- compositions 7A-7D show that the break stress and elastic modulus of hair treated with compositions 7A-7D are higher than would be expected for hair that has been oxidatively dyed and treated to remove the oxidative color.
- both compositions 7A and 7D which include a clay, are considered to have integrity benefits that are approaching that of hair not treated with a color remover, which was surprising.
- Table 17B shows the ratings given by each expert to each swatch, as well as the average.
- compositions 7B and 7E-7G show that the sensoriality of hair treated with compositions 7B and 7E-7G is higher than would be expected for hair that has been oxidatively dyed and treated to remove the oxidative color.
- each of compositions 7E-7G had better ratings than either the undyed hair or the dyed hair with no color removing treatment, which was surprising since both oxidative dyes and oxidative dye removing compositions and processes are known to negatively affect the sensoriality of hair.
- compositions and methods according to the disclosure which combine reducing agents and secondary agents to remove color from hair, surprisingly and unexpectedly enhance removal of oxidative hair dyes from hair, which removal is long-lasting, compared to compositions and methods not according to the disclosure.
- the Examples further demonstrate that improved odor control of hair-color removing compositions is also achieved by compositions according to the disclosure.
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Abstract
The disclosure relates to compositions and methods for removing color from keratin fibers such as hair. The compositions comprise (a) at least one reducing agent, (b) at least one secondary agent, and (c) at least one solvent.
Description
COMPOSITIONS AND METHODS FOR REMOVING COLOR FROM HAIR
CROSS REFERENCE TO RELATED APPLICATIONS
[0001] This application claims priority to U.S. Patent Application Nos. 18/084,396, 18/084,402, 18/084,403, and 18/084,404, filed December 19, 2022; FR Application No. 2302614, filed March 21 , 2023; FR Application No. 2302090, filed March 7, 2023; FR Application No. 2301063, filed February 6, 2023; and FR Application No. 2302119, filed March 8, 2023, all of which are incorporated herein in their entireties.
TECHNICAL FIELD
[0002] The present disclosure relates to compositions and methods for treating keratin fibers, for example for removing color from keratin fibers, such as hair.
BACKGROUND
[0003] Consumers often desire to change the color of their hair. For example, as a person ages, the hair follicle loses its natural pigment, resulting in grey, silver, or white hair. It is common for consumers to color their grey hairs, for example to match their natural hair color. Similarly, consumers may wish to change the color of their hair from that of their natural color. For example, consumers often wish to lighten or darken their hair color.
[0004] The process of altering the color of hair is complex, however, particularly when permanent (oxidative) hair dyes are used. In some cases, the process requires that the natural pigment (melanin) in the hair fiber be destroyed before dye molecules of the desired color are added. This process is typically used when an individual desires to change the color of their hair to a shade lighter than their natural color, by dissolving the melanin with an oxidizing agent before the oxidative dye molecules penetrate the hair fiber where they achieve the target shade by undergoing a chemical reaction with an oxidizing agent. If an individual wishes to change the color of their hair to a shade darker than their natural shade it may not be necessary to destroy the melanin in the hair fiber, but the oxidative dye must still undergo a reaction with an oxidizing agent to achieve the target shade.
[0005] However, if an individual who has previously changed the color of their hair with a first oxidative dye wishes to alter the color of their previously-colored hair to achieve a second color or shade, the first oxidative dye, which is not able to be washed out, must be neutralized so that it no longer imparts the first color to the hair fiber. Although there are known methods for removing the first color from the hair by neutralizing (reducing) the first oxidative dye molecules, these methods are not completely satisfactory because the first oxidative dye molecules can re-oxidize, thus interfering with the ability of the consumer to achieve the desired second color or shade. Other known methods for removing the first color from the hair use oxidizing agents, but these compositions are harsh and lead to damage to the hair causing the hair to be weak, brittle, and have an unhealthy appearance.
[0006] It has now been surprisingly discovered that a synergistic combination of components unexpectedly removes oxidative dyes from hair in a manner that also prevents the dyes from re-oxidizing. The combination of components therefore can be used to alter the overall color of the hair by removing all or substantially all of the previously applied color, or to remove only certain colors or shades, in order to vary the color or tone of the hair without removing all color (e.g. to alter the color of the hair to a warmer or cooler tone).
[0007] Further, in at least some embodiments, the combination of components synergistically maintains or even improves hair integrity, even in a process for removing color from the hair.
[0008] Finally, in at least some embodiments, the combination of components has the additional surprising benefit that the hair color removing compositions do not have the traditional strong odor associated with typical color-removing compositions, which odor most users find offensive.
SUMMARY
[0009] The disclosure relates to compositions and methods that successfully remove color from the hair, in particular hair that has previously been dyed with an oxidative dye composition. The compositions comprise one or more reducing agents in combination with one or more secondary agents.
[0010] The type and amount of reducing agents present in the compositions may vary. For example, the reducing agent may be chosen from glutaric acid (which
expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B- ketoglutaric acid), glyoxylic acid, glycolic acid, or citric acid, may be chosen from sulfites, bisulfites, and/or salts thereof, for example sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, may be chosen from thio-based reducing agents such as thiolactic acid or thioglycolic acid, or may be chosen from combinations of two or more of the foregoing. In preferred embodiments, the total amount of reducing agents can range from about 0.1% to about 35%, such as from about 1% to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In other preferred embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition. In still other preferred embodiments, the total amount of reducing agents ranges from about 0.1 % to about 20%, such as from about 1 % to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition.
[0011] The type and amount of secondary agents may also vary. For example, secondary agents may be chosen from clay compounds, cyclodextrins, amino acids, amine compounds, or combinations of two or more thereof, for example at least one amino acid and at least one amine compound. The amount of secondary agent will vary depending on the type(s) of secondary agents present. In some embodiments, secondary agents provide synergistic color removing benefits. In other embodiments, secondary agents provide synergistic odor control. In still other embodiments, secondary agents provide integrity and/or sensoriality to treated hair.
[0012] Typically the compositions comprise at least one solvent. The solvent may be chosen from water and/or non-aqueous solvents. The compositions optionally also comprise at least one additional component, which may, for example, be chosen from carboxylic acids and/or salts thereof, surfactants, thickening agents, fatty compounds, etc. In various embodiments, the compositions are free or essentially free of various components such as cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
[0013] The pH of the compositions is typically acidic, for example ranging from about 1 to about 6, such as from about 2 to about 5, from about 2.5 to about 5, from about 2.75 to about 4.75, from about 3 to about 4.5, or from about 3.25 to about 4.25.
[0014] In a first exemplary embodiment, the disclosure relates to compositions comprising (a) at least one reducing agent; (b) at least one clay compound; and (c) at least one solvent. In this first exemplary embodiment, reducing agents that may be chosen include but are not limited to cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof. Optionally, the reducing agent may comprise, consist essentially of, or consist of sulfur- and/or thio-based reducing agents and/or salts thereof. For example, in some cases, the reducing agent may be chosen from sulfites, bisulfites, and/or salts thereof, for example sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, may be chosen from thio-based reducing agents such as thiolactic acid or thioglycolic acid, or may be chosen from combinations of two or more thereof. Exemplary compositions of this first embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
[0015] In this first exemplary embodiment, the at least one clay compound may be chosen from kaolin, bentonite, smectite, hectorite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof. For example, in some cases, the clay compound comprises, consists essentially of, or consists of smectite, hectorite, kaolin, bentonite, or a combination of two or more thereof. The total amount of clay compounds preferably ranges from about 0.1 % to about 15%, such as from about 0.5% to about 12%, from about 1% to about 10%, or from about 5% to about 10% by weight, relative to the total weight of the composition. In some cases, the total amount of clay compounds ranges from about 3% to about 7%, from about 4% to about 6%, or is about 5% by weight, relative to the total weight of the composition. In other cases, the total amount of clay compounds ranges from about 8% to about 12%, from about 9% to about 1 1 %, or is about 10% by weight, relative to the total weight of the composition.
[0016] In this first exemplary embodiment, the compositions preferably comprise total amounts of reducing agent(s) and clay compound(s) such that the weight ratio of reducing agents to clay compounds ranges from about 1 to about 10, such as from about 1 to about 5, from about 1 to about 3, or from about 1 to about 2.5.
[0017] In preferred examples of this first exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from sulfur-based reducing agents, thio-based reducing agents, salts thereof, or combinations thereof; (b) at least one clay compound; and (c) at least one solvent. Preferably, the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid, and at least one clay compound chosen from kaolin, bentonite, smectite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof, for example may comprise kaolin, bentonite, smectite, hectorite, or a combination of two or more thereof. Preferably, the total amount of reducing agents and/or clay compounds may independently range from about 1 % to about 15%, and the composition may have a weight ratio of the total amount of reducing agents to the total amount of clay compounds ranging from about 1 to about 10, such as from about 1 to about 5, or from about 1 to about 3.
[0018] In further preferred examples of this first exemplary embodiment, the compositions comprise (a) at least one reducing agent; (b) at least one clay compound; and (c) at least one solvent, wherein the composition comprises total amounts of reducing agent(s) and clay compound(s) such that the weight ratio of reducing agents to clay compounds ranges from about 1 to about 5, such as from about 1 to about 3, or from about 1 to about 2.5. In preferred embodiments, the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid, and the at least one clay compound is chosen from kaolin, bentonite, smectite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof, for example may comprise kaolin, bentonite, smectite, hectorite, or a combination of two or more thereof. Optionally, the total amount of reducing agents
may range from about 0.1 % to about 20%, and the total amount of clay compounds may range from about 0.1 % to about 10%.
[0019] In a second exemplary embodiment, the disclosure relates to compositions comprising (a) at least one reducing agent; (b) at least one cyclodextrin compound; and (c) at least one solvent. In this second exemplary embodiment, reducing agents that may be chosen include but are not limited to cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof. In preferred examples of this second exemplary embodiment, the reducing agent may comprise, consist essentially of, or consist of sulfur- and/or thio-based reducing agents and/or salts thereof. For example, in some cases the reducing agent may be chosen from sulfites, bisulfites, and/or salts thereof, for example sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, may be chosen from thio-based reducing agents such as thiolactic acid or thioglycolic acid, or may be chosen from combinations of two or more thereof. Exemplary compositions of this second embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
[0020] In this second exemplary embodiment, the at least one cyclodextrin compound may be chosen from a-cyclodextrin, B-cyclodextrin, y-cyclodextrin, methyl- a-cyclodextrin, methyl-B-cyclodextrin, methyl-y-cyclodextrin, or combinations of two or more thereof. For example, in some cases the cyclodextrin compound comprises, consists essentially of, or consists of B-cyclodextrin. The total amount of cyclodextrin compounds in the composition preferably range from about 0.1% to about 20%, such as from about 1 % to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition. In some cases, the total amount of cyclodextrin compounds ranges from about 3% to about 7%, from about 4% to about 6%, or is about 5% by weight, relative to the total weight of the composition. In other cases, the total amount of cyclodextrin compounds ranges from about 8% to about 12%, from about 9% to about 1 1 %, or is about 10% by weight, relative to the total weight of the composition.
[0021] In this second exemplary embodiment, the compositions preferably comprise total amounts of reducing agent(s) and cyclodextrin compound(s) such that the weight ratio of reducing agents to cyclodextrin compounds ranges from about 1 to about 10, such as from about 1 to about 5, from about 1 to about 3, or from about 1 to about 2.5.
[0022] In preferred examples of this second exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from sulfur-based reducing agents, thio-based reducing agents, salts thereof, or combinations thereof; (b) at least one cyclodextrin compound; and (c) at least one solvent. Preferably, the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid. In various embodiments, the at least one cyclodextrin compound may be chosen from a-cyclodextrin, B-cyclodextrin, y- cyclodextrin, methyl-a-cyclodextrin, methyl-B-cyclodextrin, methyl-y-cyclodextrin, or combinations of two or more thereof, for example may comprise, consist essentially of, or may consist of B-cyclodextrin. Optionally, the total amount of reducing agents and/or cyclodextrin compounds may independently range from about 1% to about 15%, and in various embodiments the composition may have a weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds ranging from about 1 to about 10, such as from about 1 to about 5, or from about 1 to about 3.
[0023] In further preferred examples of this second exemplary embodiment, the compositions comprise (a) at least one reducing agent; (b) at least one cyclodextrin compound; and (c) at least one solvent, wherein the composition comprises total amounts of reducing agent(s) and cyclodextrin compound(s) such that the weight ratio of reducing agents to cyclodextrin compounds ranges from about 1 to about 5, such as from about 1 to about 3, or from about 1 to about 2.5. In preferred embodiments, the compositions comprise at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations thereof, for example chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, and/or potassium metabisulfite, and/or at least one reducing agent chosen from thiolactic acid or thioglycolic acid, and the at least one cyclodextrin compound is chosen from a-cyclodextrin, B-cyclodextrin, y-cyclodextrin, methyl-a-
cyclodextrin, methyl-B-cyclodextrin, methyl-y-cyclodextrin, or combinations of two or more thereof, for example may comprise, consist essentially of, or may consist of B- cyclodextrin. Optionally, the total amount of reducing agents may range from about 0.1 % to about 20%, and the total amount of cyclodextrin compounds may range from about 0.1 % to about 20%.
[0024] In a third exemplary embodiment, the disclosure relates to compositions comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) optionally, at least one amine compound, and (c) at least one solvent. If present, the amine compound may, in various cases, comprise, consist essentially of, or consist of monoethanolamine. Exemplary compositions of this third embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
[0025] In preferred examples of this third exemplary embodiment, the compositions are free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid. In some embodiments, the glutaric acid is a-ketoglutaric acid.
[0026] In some preferred examples of this third exemplary embodiment, the compositions comprise at least one amine compound, and the total amount of amine compounds ranges from about 0.1 % to about 20%, such as from about 1 % to about 20%, from about 2% to about 15%, or from about 3% to about 10% by weight, relative to the total weight of the composition. The amine compound may, in some embodiments, comprise, consist essentially of, or consist of monoethanolamine. If present, in some preferred embodiments the compositions comprise monoethanolamine in an amount ranging from about 1 % to about 12%, such as from about 1 .5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition.
[0027] In preferred examples of this third exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) optionally, at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants,
non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid. In still further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) monoethanolamine, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
[0028] In further preferred examples of this third exemplary embodiment, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) optionally, at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid,
glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid. In further exemplary embodiments, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) at least one amine compound, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid. In still further exemplary embodiments, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) monoethanolamine, and (c) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
[0029] In still further examples of this third exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) monoethanolamine, and (c) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
[0030] In even further preferred examples of this third exemplary embodiment, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional
reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid, (b) optionally monoethanolamine, and (c) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, amino acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and where the composition is optionally free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
[0031] In a fourth exemplary embodiment, the disclosure relates to compositions comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent. In this fourth exemplary embodiment the amino acid is preferably chosen from betaine, aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, valine, salts thereof, or combinations of two or more thereof. In this fourth exemplary embodiment the amine compound, if present, may be chosen from alkanolamines, and in various embodiments may comprise, consist essentially of, or consist of monoethanolamine. Exemplary compositions of this fourth embodiment surprisingly have reduced odor compared to traditional hair color removing compositions.
[0032] In preferred examples of this fourth exemplary embodiment, the compositions are free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In some embodiments, the glutaric acid is a-ketoglutaric acid.
[0033] In this fourth exemplary embodiment, the total amount of amino acids preferably ranges from about 0.1% to about 10%, such as from about 0.5% to about 8%, from about 1% to about 6%, or from about 1% to about 5% by weight, relative to the total weight of the composition. Optionally, the amino acids may comprise, consist essentially of, or consist of proline, betaine, arginine, glycine, or a combination of two or more thereof.
[0034] In preferred examples of this fourth exemplary embodiment, the compositions comprise at least one amine compound in an amount ranging from about 0.1 % to about 20%, such as from about 1 % to about 20%, from about 2% to about 15%, or from about 3% to about 10% by weight, relative to the total weight of the composition. The amine compound may, in some embodiments, comprise, consist essentially of, or consist of monoethanolamine. In preferred embodiments, the compositions comprise monoethanolamine in an amount ranging from about 1 % to about 12%, such as from about 1 .5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition.
[0035] In additional preferred examples of this fourth exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In still further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c)
monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0036] In further preferred examples of this fourth exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In still further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen
from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0037] In yet further preferred examples of this fourth exemplary embodiment, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In still further exemplary embodiments, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic
acid, and/or citric acid, (b) at least one amino acid, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0038] In still further preferred examples of this fourth exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) monoethanolamine, and (d) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0039] In further preferred examples of this fourth exemplary embodiment still, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally monoethanolamine, and (d) at least one solvent; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and where the composition is optionally free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0040] In a fifth exemplary embodiment, the disclosure relates to compositions comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof, (b) optionally, at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent, where the composition optionally further includes at least one clay compound and/or at least one thickening agent. In this fifth exemplary embodiment the amino acid, if present, is preferably chosen from betaine, aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N- phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, valine, salts thereof, or combinations of two or more thereof. In this fifth exemplary embodiment the amine compound, if present may be chosen from alkanolamines, and in various embodiments may comprise, consist essentially of, or consist of monoethanolamine. Exemplary compositions of this fifth embodiment surprisingly maintain hair integrity and/or cause less hair damage compared to traditional hair color removing compositions and may also have better odor control.
[0041 ] In this fifth exemplary embodiment, the total amount of reducing agents in the composition can range from about 0.1 % to about 35%, such as from about 1 % to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In some embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition. In some preferred cases of this fifth exemplary embodiment, the compositions are free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In some embodiments, the glutaric acid is a-ketoglutaric acid.
[0042] In this fifth exemplary embodiment, if present, the total amount of amino acids preferably ranges from about 0.1% to about 10%, such as from about 0.5% to about 8%, from about 1% to about 6%, or from about 1% to about 5% by weight, relative to the total weight of the composition. Optionally, the amino acids may comprise, consist essentially of, or consist of proline, betaine, arginine, glycine, or a combination of two or more thereof.
[0043] In this fifth exemplary embodiment, if present, the total amount of amine compounds, for example the total amount of alkanolamines, preferably ranges from about 0.1 % to about 20%, such as from about 0.5% to about 15%, from about 1% to about 10%, or from about 2% to about 9% by weight, relative to the total weight of the composition. The amine compound may, in some embodiments, comprise, consist essentially of, or consist of monoethanolamine, and be present in an amount ranging from about 1% to about 15%, such as from about 1 % to about 12%, from about 1 .5% to about 10%, or from about 1 .5% to about 8% by weight, relative to the total weight of the composition.
[0044] In additional preferred examples of this fifth exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) optionally, at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or
combinations of two or more thereof, (b) optionally, at least one amino acid, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In still further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) optionally at least one amino acid, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0045] In further preferred examples of this fifth exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine,
arginine, glycine, or a combination of two or more thereof, (c) optionally, at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) at least one amine compound, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. In still further exemplary embodiments, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) monoethanolamine, and (d) at least one solvent; where the composition further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0046] In still further preferred examples of this fifth exemplary embodiment, the compositions comprise (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof, (b) at least one amino acid, (c) monoethanolamine, and (d) water; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof; where the composition has a pH ranging from about 1 to about 6; and optionally where the composition is free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0047] In further preferred examples of this fifth exemplary embodiment still, the compositions comprise (a) a-ketoglutaric acid, and optionally at least one additional reducing agent chosen from glutaric acid compounds other than a-ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid, (b) at least one amino acid chosen from proline, betaine, arginine, glycine, or a combination of two or more thereof, (c) optionally monoethanolamine, and (d) at least one solvent; where the composition optionally further comprises at least one component chosen from thickening agents, fatty compounds, clay compounds, carboxylic acids, anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants, or combinations thereof, preferably at least one clay compound and/or at least one thickening agent; where the composition has a pH ranging from about 1 to about 6; and where the composition is optionally free or substantially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
[0048] The disclosure also relates to methods of treating hair using the compositions according to the disclosure. In preferred embodiments, the methods are for removing oxidative dyes from the hair. In some embodiments, a composition according to the disclosure may be applied to the hair and left on the hair for a period of time, for example up to about 2 hours, such as from about 30 seconds to about 2 hours, from about 1 minute to about 1 hour, from about 1 minute to about 45 minutes, from about 1 minute to about 30 minutes, from about 5 minutes to about 1 hour, from about 5
minutes to about 45 minutes, from about 5 minutes to about 30 minutes, etc. The methods may further comprise rinsing the hair.
DETAILED DESCRIPTION
[0049] The disclosure relates to compositions and methods for treating keratin fibers, in particular for removing color from keratin fibers such as color imparted by previously-applied oxidative dyes. The color-removal benefits according to various embodiments may be long-lasting, e.g. may last for at least 7 days, at least 1 month, at least 2 months, etc. Surprisingly, hair treated with compositions according to the disclosure may have improved integrity and/or sensorial benefits.
I. COMPOSITIONS
[0050] The compositions according to the disclosure comprise (a) at least one reducing agent, (b) at least one secondary agent, and (c) at least one additional component chosen from solvents, carboxylic acids and/or salts thereof, surfactants, thickening agents, fatty compounds, or combinations of two or more thereof.
Reducing Agents
[0051] Compositions according to the disclosure comprise at least one reducing agent. By way of example, useful reducing agents may be chosen from cysteine, homocysteine, thiolactic acid, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines, bisulphites, sulphites, glutaric acid, glyoxylic acid, glycolic acid, citric acid, salts thereof, or combinations of two or more thereof. Non-limiting examples of salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts.
[0052] In various embodiments, the at least one reducing agent is chosen from sulfites, bisulfites, and/or salts thereof. For example, the at least one reducing agent may be chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof. In some embodiments, the at least one reducing agent comprises, consists essentially of, or consists of sodium metabisulfite, potassium metabisulfite, or a combination thereof. In certain embodiments, the at least one reducing agent comprises sodium metabisulfite. In other embodiments, the
reducing agent is chosen from thioglycolic acid, thiolactic acid, or a combination thereof. In still further embodiments, the reducing agent comprises a combination of at least two of any of the foregoing.
[0053] In other embodiments, the at least one reducing agent is chosen from cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof. Non-limiting examples of salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts. In various embodiments, sulfur-based (e.g. sulfites, bisulfites, metabisulfites) and/or thio-based (e.g. thiolactic acid, thioglycolic acid) reducing agents and/or salts thereof may be used.
[0054] In still further embodiments, the at least one reducing agent is chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and citric acid, or combinations of two or more thereof. The aforementioned reducing agents have been found to be surprisingly effective at removing color from hair, even in the absence of additional components that may typically be included in hair color removal compositions.
[0055] In preferred embodiments, the total amount of reducing agents can range from about 0.1 % to about 35%, such as from about 1 % to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In other preferred embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition. In still other preferred embodiments, the total amount of reducing agents ranges from about 0.1 % to about 20%, such as from about 1 % to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition. For example, in various embodiments, the total amount of reducing agents may range from about 1 % to about 35%, from about 1 % to about 30%, from about 1 % to about 25%, from about 1 % to about 20%, from about 1% to about 15%, from about 1 % to about 14%, from about 1 % to about 13%, from about 1 % to about 12%, from about 1 % to about 1 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 %
to about 8%, from about 1% to about 7%, from about 1 % to about 6%, from about 1 % to about 5%, from about 2% to about 35%, from about 2% to about 30%, from about 2% to about 25%, from about 2% to about 20%, from about 2% to about 15%, from about 2% to about 14%, from about 2% to about 13%, from about 2% to about 12%, from about 2% to about 11 %, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 3% to about 35%, from about 3% to about 30%, from about 3% to about 25%, from about 3% to about 20%, from about 3% to about 15%, from about 3% to about 14%, from about 3% to about 13%, from about 3% to about 12%, from about 3% to about 11 %, from about 3% to about 10%, from about 3% to about 9%, from about 3% to about 8%, from about 3% to about 7%, from about 3% to about 6%, from about 3% to about 5%, from about 4% to about 35%, from about 4% to about 30%, from about 4% to about 25%, from about 4% to about 20%, from about 4% to about 15%, from about 4% to about 14%, from about 4% to about 13%, from about 4% to about 12%, from about 4% to about 11 %, from about 4% to about 10%, from about 4% to about 9%, from about 4% to about 8%, from about 4% to about 7%, from about 4% to about 6%, from about 4% to about 5%, from about 5% to about 35%, from about 5% to about 30%, from about 5% to about 25%, from about 5% to about 20%, from about 5% to about 15%, from about 5% to about 14%, from about 5% to about 13%, from about 5% to about 12%, from about 5% to about 1 1%, from about 5% to about 10%, from about 5% to about 9%, from about 5% to about 8%, from about 5% to about 7%, or from about 5% to about 6%, from about 6% to about 20%, from about 6% to about 15%, from about 6% to about 14%, from about 6% to about 13%, from about 6% to about 12%, from about 6% to about 1 1 %, from about 6% to about 10%, from about 6% to about 9%, from about 6% to about 8%, from about 6% to about 7%, from about 7% to about 20%, from about 7% to about 15%, from about 7% to about 14%, from about 7% to about 13%, from about 7% to about 12%, from about 7% to about 11 %, from about 7% to about 10%, from about 7% to about 9%, from about 7% to about 8%, from about 8% to about 20%, from about 8% to about 15%, from about 8% to about 14%, from about 8% to about 13%, from about 8% to about 12%, from about 8% to about 1 1 %, from about 8% to about 10%, from about 8% to about 9%, from about 9% to about 20%, from about 9% to about 15%, from about 9% to about 14%, from about 9% to about 13%, from about 9% to about 12%, from about 9% to about 1 1 %, from about 9% to about 10%, from about 10% to about
20%, from about 10% to about 15%, from about 10% to about 14%, from about 10% to about 13%, from about 10% to about 12%, or from about 10% to about 11 % by weight, relative to the total weight of the composition. For example, the total amount of reducing agents may be about 1 %, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1 %, about 12%, about 13%, about 14%, about 15%, about 16%, about 17%, about 18%, about 19%, about 20%, about 21 %, about 22%, about 23%, about 24%, or about 25% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
[0056] In a first exemplary embodiment, the reducing agent may be chosen from cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof. Non-limiting examples of salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts. In some cases, sulfur-based (e.g. sulfites, bisulfites, metabisulfites) and/or thio-based (e.g. thiolactic acid, thioglycolic acid) reducing agents and/or salts thereof may be used. In other cases, the reducing agent may comprise, consist essentially of, or consist of sodium metabisulfite, potassium metabisulfite, or a combination thereof. In some other cases, the at least one reducing agent comprises sodium metabisulfite. In still other cases, the reducing agent is chosen from thioglycolic acid, thiolactic acid, or a combination thereof. In still further cases, the reducing agent comprises a combination of at least two of any of the foregoing. In preferred examples of this first exemplary embodiment, the total amount of reducing agents ranges from about 0.1 % to about 25%, such as from about 1% to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
[0057] As a preferred example of this first exemplary embodiment, the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sulfites, bisulfites, metabisulfites, salts thereof, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1%, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight
of the composition, or may be a range using any of the foregoing as upper or lower limits.
[0058] As yet a further preferred example of this first exemplary embodiment, the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1 %, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
[0059] In a second exemplary embodiment, the reducing agent may be chosen from cysteine and/or salts thereof, homocysteine and/or salts thereof, thiolactic acid and/or salts thereof, thioglycolic acid and/or esters thereof, borohydrides and/or derivatives thereof, phosphines and/or salts thereof, bisulphites and/or salts thereof, sulphites and/or salts thereof, or combinations of two or more thereof. Non-limiting examples of salts of the foregoing include sodium salts, ammonium salts, lithium salts, potassium salts, and calcium salts. In various embodiments, sulfur-based (e.g. sulfites, bisulfites, metabisulfites) and/or thio-based (e.g. thiolactic acid, thioglycolic acid) reducing agents and/or salts thereof may be used. In other cases, the at least one reducing agent is chosen from sulfites, bisulfites, and/or salts thereof. For example, the at least one reducing agent may be chosen from sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof. In some cases, the at least one reducing agent comprises, consists essentially of, or consists of sodium metabisulfite, potassium metabisulfite, or a combination thereof. In other cases, the at least one reducing agent comprises sodium metabisulfite. In other cases still, the reducing agent is chosen from thioglycolic acid, thiolactic acid, or a combination thereof. In still other cases, the reducing agent comprises a combination of at least two of any of the foregoing. In preferred examples of this second exemplary embodiment, the total amount of reducing agents ranges from about 0.1% to about 25%, such as from about 1 % to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
[0060] As a preferred example of this second exemplary embodiment, the reducing agent may comprise, consist essentially of, or consist of sulfur- and/or thio-based reducing agents and/or salts thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1%, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
[0061] As a further preferred example of this second exemplary embodiment, the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sulfites, bisulfites, metabisulfites, salts thereof, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11 %, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
[0062] As yet a further preferred example of this second exemplary embodiment, the reducing agent may comprise, consist essentially of, or consist of thioglycolic acid, thiolactic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof, and the total amount of reducing agents may be about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1 %, about 12%, about 13%, about 14%, or about 15% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
[0063] In a third exemplary embodiment, the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof. In some cases, the reducing agent comprises, consists essentially of, or consists of a-ketoglutaric acid. In preferred examples of this third exemplary embodiment, the total amount of reducing agents ranges from about 0.1 % to about 25%, such as from about 1 % to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
[0064] In preferred examples of this third exemplary embodiment, the composition is free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid. For example, in some cases, the compositions may contain no more than about 20%, such as no more than about 15%, no more than about 10%, or no more than about 5% of other reducing agents. In particularly preferred embodiments, if one or more reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid are present, these other reducing agents are present in an amount that is not sufficient, by itself, to remove the color from the hair, e.g. the total amount of one or a combination of these other reducing agents is less than about 3%, less than about 2.5%, less than about 2%, less than about 1.5%, less than about 1 %, or less than about 0.5% by weight, relative to the total weight of the composition.
[0065] In a fourth exemplary embodiment, the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof. In some cases, the reducing agent comprises, consists essentially of, or consists of a-ketoglutaric acid. In preferred examples of this fourth exemplary embodiment, the total amount of reducing agents ranges from about 0.1 % to about 25%, such as from about 1 % to about 20%, from 2% to about 18%, or from about 3% to about 15% by weight, relative to the total weight of the composition.
[0066] In preferred examples of this fourth exemplary embodiment, the composition is free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. For example, in some cases, the compositions may contain no more than about 20%, such as no more than about 15%, no more than about 10%, or no more than about 5% of other reducing agents. In particularly preferred embodiments, if one or more reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid are present, these other reducing agents are present in an amount that is not sufficient, by itself, to remove the color from the hair, e.g. the total amount of one or a combination of these other reducing agents is less than about 3%, less than about 2.5%, less than about 2%, less than about 1 .5%, less than about 1 %, or less than about 0.5% by weight, relative to the total weight of the composition.
[0067] In a fifth exemplary embodiment, the reducing agent may be chosen from glutaric acid (which expressly includes the ketone derivatives thereof, a-ketoglutaric acid and B-ketoglutaric acid), glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof. In some cases, the reducing agent comprises, consists essentially of, or consists of a-ketoglutaric acid.
[0068] In preferred examples of this fifth exemplary embodiment, the composition is free or essentially free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid. For example, in some cases, the compositions may contain no more than about 20%, such as no more than about 15%, no more than about 10%, or no more than about 5% of other reducing agents. In particularly preferred embodiments, if one or more reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid are present, these other reducing agents are present in an amount that is not sufficient, by itself, to remove the color from the hair, e.g. the total amount of one or a combination of these other reducing agents is less than about 3%, less than about 2.5%, less than about 2%, less than about 1 .5%, less than about 1 %, or less than about 0.5% by weight, relative to the total weight of the composition.
[0069] In preferred examples of this fifth exemplary embodiment, the total amount of reducing agents ranges from about 0.1% to about 35%, such as from about 1 % to about 30%, from 2% to about 25%, or from about 5% to about 20% by weight, relative to the total weight of the composition. In other preferred embodiments, the total amount of reducing agents ranges from about 5% to about 35%, from about 7% to about 30%, or from about 10% to about 25% by weight, relative to the total weight of the composition.
Secondary Agents
[0070] Compositions according to the disclosure comprise at least one secondary agent, which works synergistically with the reducing agent(s) to remove color from hair, in particular oxidative color. In some embodiments, the compositions comprise more than one secondary agent, for example at least two or at least three secondary agents. Useful secondary agents include clay compounds, cyclodextrin compounds, amino acids, amine compounds, and combinations of two or more thereof.
Clay Compounds
[0071] In various embodiments, the compositions comprise one or more secondary agents chosen from clay compounds. In some embodiments, the compositions comprise more than one clay compound, for example, at least two clay compounds, at least three clay compounds, etc. Optionally, compositions according to the disclosure comprise at least one clay compound. By way of example only, compositions according to the first, third, fourth, and/or fifth exemplary embodiments preferably comprise at least one clay compound.
[0072] By way of non-limiting example, the clay compound may be chosen from kaolinite (also referred to interchangeably as kaolin), bentonite, hectorite, smectite, vermiculite, illite, chorite, halloysite, palygorskite, sepiolite, sesquioxide, imogolite, allophane, or combinations of two or more thereof. For example, in one embodiment, kaolin is chosen. In another embodiment, bentonite is chosen. In various embodiments, the clay compound comprises, consists essentially of, or consists of smectite, hectorite, kaolin, bentonite, or a combination of two or more thereof. Bentonite is particularly preferred.
[0073] If present, the total amount of clay can range from about 0.1% to about 15%, such as from about 0.5% to about 12%, from about 1 % to about 10%, or from about 5% to about 10% by weight, relative to the total weight of the composition. For example, the total amount of clay may range from about 1 % to about 12%, from about 1 % to about 1 1%, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1% to about 6%, from about 1 % to about 5%, from about 1 % to about 4%, from about 1% to about 3%, from about 1 % to about 2%, from about 2% to about 12%, from about 2% to about 1 1%, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 2% to about 4%, from about 2% to about 3%, from about 3% to about 12%, from about 3% to about 11 %, from about 3% to about 10%, from about 3% to about 9%, from about 3% to about 8%, from about 3% to about 7%, from about 3% to about 6%, from about 3% to about 5%, from about 3% to about 4%, from about 4% to about 12%, from about 4% to about 1 1 %, from about 4% to about 10%, from about 4% to about 9%, from about 4% to about 8%, from about 4% to about 7%, from about 4% to about 6%, from about 4% to about 5%, from about 5% to about 12%, from about 5%
to about 11 %, from about 5% to about 10%, from about 5% to about 9%, from about 5% to about 8%, from about 5% to about 7%, from about 5% to about 6%, from about 6% to about 12%, from about 6% to about 11 %, from about 6% to about 10%, from about 6% to about 9%, from about 6% to about 8%, from about 6% to about 7%, from about 7% to about 12%, from about 7% to about 1 1 %, from about 7% to about 10%, from about 7% to about 9%, from about 7% to about 8%, from about 8% to about 12%, from about 8% to about 11 %, from about 8% to about 10%, from about 8% to about 9%, from about 9% to about 12%, from about 9% to about 1 1 %, from about 9% to about 10%, from about 10% to about 12%, or from about 10% to about 1 1 % by weight, relative to the total weight of the composition. For example, the total amount of clays may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11%, or about 12% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
[0074] In some preferred embodiments, for example in the first, third, fourth, and/or fifth exemplary embodiments, the clay compound may comprise, consist essentially of, or consist of bentonite, kaolin, smectite, hectorite, or a combination of two or more thereof, and the total amount of clays may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11 %, or about 12% by weight, relative to the total weight of the composition, or may be a range using any of the foregoing as upper or lower limits.
[0075] If present, it may be advantageous to choose amounts of reducing agent(s) and clay compound(s) such that the weight ratio of reducing agents to clay compounds is at least about 1 , for example is greater than 1 . In preferred embodiments the weight ratio of the total amount of reducing agents to the total amount of clay compounds may range from about 1 to about 10, from about 1 .25 to about 8, from about 1 .5 to about 6, from about 1 .75 to about 4, from about 1 .8 to about 3.5, from about 1 .9 to about 3, or from about 2 to about 2.5. As further examples, the weight ratio of the total amount of reducing agents to the total amount of clay compounds may range from about 1 to about 5, from about 1 to about 4.5, from about 1 to about 4, from about 1 to about 3.5, from about 1 to about 3, from about 1 to about 2.5, from about 1 to about 2.25, from about 1 to about 2, from about 1 to about 1.75, from about 1 to about 1.5, or from about 1 to about 1 .25.
Cyclodextrin Compounds
[0076] In various embodiments, the compositions comprise one or more secondary agents chosen from cyclodextrin compounds. In some embodiments, the compositions comprise more than one cyclodextrin compound, for example, at least two cyclodextrin compounds, at least three cyclodextrin compounds, etc. Optionally, compositions according to the disclosure comprise at least one cyclodextrin compound. By way of example only, compositions according to the second exemplary embodiment preferably comprise at least one cyclodextrin compound.
[0077] Cyclodextrins are a family of cyclic oligosaccharides consisting of a macrocyclic ring of glucose subunits joined by a-1 ,4 glycosidic bonds. By way of nonlimiting example, cyclodextrins that can be used include those of the formula:
wherein:
R is chosen from H, CH3, or a hydroxypropyl group, and n ranges from 6-8.
[0078] For example, in embodiments where R = H, the cyclodextrin may be a- cyclodextrin (n = 6), B-cyclodextrin (n = 7), or y-cyclodextrin (n = 8). By way of example, a-cyclodextrin sold by the company WACKER under the name CAVAMAX W6 PHARMA, B-cyclodextrin sold by the company WACKER under the name CAVAMAX W7 PHARMA, or y-cyclodextrin sold by the company WACKER under the name CAVAMAX W8 PHARMA can be used.
[0079] In other embodiments where R = CH3, the cyclodextrin may be a methylcyclodextrin, such as methyl-a-cyclodextrin (n = 6), methyl-B-cyclodextrin (n = 7), or methyl-y-cyclodextrin (n = 8). For example, the methyl-B-cyclodextrin sold by the company WACKER under the name CAVASOL W7 may be chosen.
[0080] In various embodiments, the at least one cyclodextrin may comprise a mixture of cyclodextrins and/or derivatives thereof. For example, the at least one cyclodexctrin
may be a mixture of a-cyclodextrin, B-cyclodextrin, and/or y-cyclodextrin. In another embodiment, the at least one cyclodextrin includes B-cyclodextrin. In yet a further embodiment, the cyclodextrin is only B-cyclodextrin, and no other cyclodextrins or derivatives thereof are present in the composition.
[0081] If present, the total amount of cyclodextrin compounds may range from about 0.1 % to about 20%, such as from about 1% to about 18%, from 2% to about 15%, or from about 4% to about 12% by weight, relative to the total weight of the composition. For example, in various embodiments, the total amount of cyclodextrin compounds may range from about 1 % to about 20%, from about 1 % to about 15%, from about 1 % to about 14%, from about 1 % to about 13%, from about 1 % to about 12%, from about 1 % to about 1 1%, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1% to about 6%, from about 1 % to about 5%, from about 2% to about 20%, from about 2% to about 15%, from about 2% to about 14%, from about 2% to about 13%, from about 2% to about 12%, from about 2% to about 1 1 %, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 3% to about 20%, from about 3% to about 15%, from about 3% to about 14%, from about 3% to about 13%, from about 3% to about 12%, from about 3% to about 11 %, from about 3% to about 10%, from about 3% to about 9%, from about 3% to about 8%, from about 3% to about 7%, from about 3% to about 6%, from about 3% to about 5%, from about 4% to about 20%, from about 4% to about 15%, from about 4% to about 14%, from about 4% to about 13%, from about 4% to about 12%, from about 4% to about 1 1%, from about 4% to about 10%, from about 4% to about 9%, from about 4% to about 8%, from about 4% to about 7%, from about 4% to about 6%, from about 4% to about 5%, from about 5% to about 25%, from about 5% to about 20%, from about 5% to about 15%, from about 5% to about 14%, from about 5% to about 13%, from about 5% to about 12%, from about 5% to about 1 1%, from about 5% to about 10%, from about 5% to about 9%, from about 5% to about 8%, from about 5% to about 7%, or from about 5% to about 6%, from about 6% to about 20%, from about 6% to about 15%, from about 6% to about 14%, from about 6% to about 13%, from about 6% to about 12%, from about 6% to about 1 1 %, from about 6% to about 10%, from about 6% to about 9%, from about 6% to about 8%, from about 6% to about 7%, from about 7% to about 20%, from about
7% to about 15%, from about 7% to about 14%, from about 7% to about 13%, from about 7% to about 12%, from about 7% to about 1 1 %, from about 7% to about 10%, from about 7% to about 9%, from about 7% to about 8%, from about 8% to about 20%, from about 8% to about 15%, from about 8% to about 14%, from about 8% to about 13%, from about 8% to about 12%, from about 8% to about 11 %, from about 8% to about 10%, from about 8% to about 9%, from about 9% to about 20%, from about 9% to about 15%, from about 9% to about 14%, from about 9% to about 13%, from about 9% to about 12%, from about 9% to about 11 %, from about 9% to about 10%, from about 10% to about 20%, from about 10% to about 15%, from about 10% to about 14%, from about 10% to about 13%, from about 10% to about 12%, or from about 10% to about 1 1 % by weight, relative to the total weight of the composition. For example, the total amount of cyclodextrin compounds may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 1 1%, or about 12% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
[0082] In some preferred embodiments, for example in the second exemplary embodiment, it may be advantageous to choose amounts of reducing agent(s) and cyclodextrin compound(s) such that the weight ratio of reducing agents to cyclodextrin compounds is at least about 1 , for example is greater than 1 . By way of example only, in various embodiments the weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds may range from about 1 to about 10, from about 1 .25 to about 8, from about 1 .5 to about 6, from about 1 .75 to about 4, from about 1 .8 to about 3.5, from about 1 .9 to about 3, or from about 2 to about 2.5. As further examples, the weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds may range from about 1 to about 5, from about 1 to about 4.5, from about 1 to about 4, from about 1 to about 3.5, from about 1 to about 3, from about 1 to about 2.5, from about 1 to about 2.25, from about 1 to about 2, from about 1 to about 1 .75, from about 1 to about 1 .5, or from about 1 to about 1 .25.
Amino Acids
[0083] In various embodiments, the compositions comprise one or more secondary agents chosen from amino acids, salts thereof, or derivatives thereof. In some embodiments, the compositions comprise more than one amino acid, for example, at
least two amino acids, at least three amino acids, etc. Optionally, compositions according to the disclosure comprise at least one amino acid. By way of example only, compositions according to the first, second, third, fourth, and/or fifth exemplary embodiments preferably comprise at least one amino acid.
[0084] Amino acids are simple organic compounds containing an amino group ( — NH2) and at least one acid function chosen from carboxylic acid, sulfonic acid, phosphonic acid, or phosphoric acid functions, along with a side chain (R group) specific to each amino acid. The amino acids may be of natural or synthetic origin, may be in their L-form, D- form, or a racemic mixture, and may be neutral or ionic.
[0085] Non-limiting examples of useful amino acids include aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, and valine. Salts and/or derivatives of these amino acids may also be used.
[0086] For example, in various embodiments, the at least one amino acid may be chosen from amino acids such as arginine, histidine, lysine, glycine, methyl derivatives of glycine such as betaine (also referred to as trimethylglycine), proline, or combinations thereof. In some embodiments, the amino acids comprise, consist essentially of, or consist of proline, trimethylglycine, arginine, glycine, salts thereof, or a combination of two or more thereof.
[0087] If present, the total amount of amino acids may range from about 0.1 % to about 10%, from about 0.1 % to about 9%, about 0.1% to about 8%, from about 0.1 % to about 7%, from about 0.1% to about 6%, from about 0.1 % to about 5%, from about 0.1 % to about 4%, from about 0.1 % to about 3%, from about 0.1 % to about 2%, from about 0.1 % to about 1%, from about 0.5% to about 10%, from about 0.5% to about 9%, from about 0.5% to about 8%, from about 0.5% to about 7%, from about 0.5% to about 6%, from about 0.5% to about 5%, from about 0.5% to about 4%, from about 0.5% to about 3%, from about 0.5% to about 2%, from about 0.5% to about 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1 % to about 6%, from about 1% to about 5%, from about 1 % to about 4%, from about 1 % to about 3%, from about 1% to about 2%, from about 1.5% to about 10%, from about 1.5% to about 9%, from about 1.5% to about
8%, from about 1 .5% to about 7%, from about 1 .5% to about 6%, from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3%, from about 1 .5% to about 2%, by weight, relative to the total weight of the composition. In some embodiments, the total amount of amino acids ranges from about 1 % to about 6%, from about 1 % to about 5.5%, from about 1 % to about 5%, from about 1 % to about 4.5%, from about 1 % to about 4%, from about 1 % to about 3.5%, from about 1.5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3.5%, or from about 1 .5% to about 3% by weight, relative to the total weight of the composition.
[0088] In some preferred embodiments, for example in the first, second, third, fourth, and/or fifth exemplary embodiments, the amino acids comprise, consist essentially of, or consist of proline, betaine, arginine, glycine, or a combination of two or more thereof, in a total amount ranging from about 1% to about 6%, from about 1 % to about 5.5%, from about 1 % to about 5%, from about 1 % to about 4.5%, from about 1 % to about 4%, from about 1% to about 3.5%, from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3.5%, or about 1 .5% to about 3% by weight, relative to the total weight of the composition.
Amine Compounds
[0089] In various embodiments, the compositions comprise one or more secondary agents chosen from amine compounds. In some embodiments, the compositions comprise more than one amine compound, for example, at least two amine compounds, at least three amine compounds, etc. Optionally, compositions according to the disclosure comprise at least one amine compound. By way of example only, compositions according to the second, third, fourth, and/or fifth exemplary embodiments preferably comprise at least one amine compound.
[0090] In various embodiments, the amine compounds can be chosen from alkanolamines. For example, monoethanolamine, diethanolamine, triethanolamine aminomethylpropanol, or the like may be added. In some embodiments, monoethanolamine works surprisingly synergistically with reducing agents according to the disclosure.
[0091] If present, the total amount of amine compounds present in the composition may range from about 0.1 % to about 20%, such as from about 1 % to about 18%, from about 3% to about 16%, or from about 5% to about 15% by weight, relative to the total
weight of the composition. For example, the total amount of amine compounds may range from about 0.1 % to about 9%, from about 0.1 % to about 8%, from about 0.1 % to about 7%, from about 0.1% to about 6%, from about 0.1 % to about 5%, from about 0.1 % to about 4%, from about 0.1 % to about 3%, from about 0.1 % to about 2%, from about 0.1 % to about 1%, from about 0.5% to about 10%, from about 0.5% to about 9%, from about 0.5% to about 8%, from about 0.5% to about 7%, from about 0.5% to about 6%, from about 0.5% to about 5%, from about 0.5% to about 4%, from about 0.5% to about 3%, from about 0.5% to about 2%, from about 0.5% to about 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1 % to about 8%, from about 1 % to about 7%, from about 1 % to about 6%, from about 1% to about 5%, from about 1 % to about 4%, from about 1 % to about 3%, from about 1% to about 2%, from about 1.5% to about 10%, from about 1.5% to about 9%, from about 1.5% to about 8%, from about 1 .5% to about 7%, from about 1 .5% to about 6%, from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3%, from about 1 .5% to about 2%, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 2% to about 4%, from about 2% to about 3% by weight, relative to the total weight of the composition. In some embodiments, the total amount of amine compounds ranges from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3.5%, from about 2 to about 6%, about 2% to about 5%, or about 2% to about 4% by weight, relative to the total weight of the composition.
[0092] In some preferred embodiments, for example in the second, third, fourth, and/or fifth exemplary embodiments, the amine compound comprises, consists essentially of, or consists of alkanolamines, which may be present in a total amount ranging from about 1 % to about 12%, such as from about 1.5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition. In some embodiments, the amine compound comprises, consists essentially of, or consists of alkanolamines, which may be present in a total amount of about 1 %, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
[0093] In some particularly preferred embodiments, for example in the second, third, fourth, and/or fifth exemplary embodiments, the amine compound comprises, consists essentially of, or consists of monoethanolamine, and the monoethanolamine is present in an amount ranging from about 1 % to about 12%, such as from about 1 .5% to about 10%, from about 2% to about 8%, or from about 3% to about 7% by weight, relative to the total weight of the composition, for example in an amount of about 1 %, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10% by weight, relative to the total weight of the composition, including any range using any of the foregoing as upper and lower limits.
Solvents
[0094] Compositions according to the disclosure typically comprise at least one solvent. The solvent may be chosen from water, non-aqueous solvents, or combinations thereof.
[0095] In some embodiments, the solvent comprises, consists essentially of, or consists of water. The total amount of water may vary depending on the desired properties of composition, for example consistency, viscosity, etc.
[0096] In some embodiments, non-aqueous solvents maybe used, for example, glycerin, C1-4 alcohols, fatty alcohols, fatty ethers, fatty esters, polyols, glycols, vegetable oils, mineral oils, liposomes, laminar lipid materials, or combinations thereof. Non-limiting examples of non-aqueous solvents include alkanediols such as glycerin, 1 ,2,6-hexanetriol, trimethylolpropane, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, dipropylene glycol, 2-butene-1 ,4-diol, 2-ethyl-1 ,3-hexanediol, 2-methyl-2,4-pentanediol, caprylyl glycol, 1 ,2-hexanediol, 1 ,2-pentanediol, and 4-methyl-1 ,2-pentanediol; alkyl alcohols having 1 to 4 carbon atoms such as ethanol, methanol, butanol, propanol, and isopropanol; glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, ethylene glycol mono-iso-propyl ether, diethylene glycol mono-iso-propyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol mono-t- butyl ether, diethylene glycol mono-t-butyl ether, 1 -methyl-1 -methoxybutanol, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene
glycol mono-t-butyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-iso-propyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, and dipropylene glycol mono-iso-propyl ether; 2-pyrrolidone, N-methyl-2-pyrrolidone, 1 ,3-dimethyl-2- imidazolidinone, formamide, acetamide, dimethyl sulfoxide, sorbit, sorbitan, acetine, diacetine, triacetine, sulfolane, or combinations thereof.
[0097] The total amount of solvents in the composition typically ranges from about 50% to about 98%, such as from about 60% to about 98%, from about 70% to about 98%, from about 75% to about 98%, from about 75% to about 95%, or from about 80% to about 90% by weight, relative to the total weight of the composition.
Surfactants
[0098] Compositions according to the disclosure may optionally comprise at least one surfactant chosen from anionic, non-ionic, and/or amphoteric or zwitterionic surfactants. For example, the compositions may comprise one or more anionic surfactants, one or more non-ionic surfactants, or one or more amphoteric/zwitterionic surfactants, or the compositions may comprise mixtures of surfactants having the same or different ionicities.
Anionic Surfactants
[0099] In at least some embodiments, the compositions comprise at least at least one anionic surfactant. The term “anionic surfactant” means a surfactant comprising, as ionic or ionizable groups, only anionic groups. A species is termed as being “anionic” when it bears at least one permanent negative charge or when it can be ionized as a negatively charged species, under the conditions of use of the composition (for example the medium or the pH) and not comprising any cationic charge. These anionic groups may be chosen from — CO2H, — CO2-, — SO3H, — SOs-, — OSO3H, — OSO3-, — H2PO3, — HPO3-, — PO32-, — H2PO2, =HPO2, — HPO2-, — PO2 , =POH, and =PO" groups.
[00100] The anionic surfactants may be sulfate, sulfonate, and/or carboxylic (or carboxylate) surfactants, or mixtures thereof.
[00101] Sulfate anionic surfactants comprise at least one sulfate function but do not comprise any carboxylate or sulfonate functions. The sulfate anionic surfactants that may be used comprise at least one sulfate function ( — OSO3H or — OSO3).
[00102] Non-limiting examples of sulfate anionic surfactants include alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates; and also the salts of these compounds; the alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group; these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
[00103] Sulfonate anionic surfactants comprise at least one sulfonate function ( — SO3H or — SO3-) and may optionally also comprise one or more sulfate functions, but do not comprise any carboxylate functions. The sulfonate anionic surfactants that may be used comprise at least one sulfonate function ( — SO3H or — SOs-).
[00104] Non-limiting examples of sulfonate anionic surfactants include alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefinsulfonates, paraffin sulfonates, alkylsulfosuccinates, alkyl ether sulfosuccinates, alkylamidesulfosuccinates, alkylsulfoacetates, N-acyltau rates, acylisethionates; alkylsulfolaurates; and also the salts of these compounds; the alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group; these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
[00105] Carboxylate anionic surfactants comprise at least one carboxylic or carboxylate function ( — COOH or — COO~) and may optionally also comprise one or more sulfate and/or sulfonate functions. The carboxylic anionic surfactants that may be used thus comprise at least one carboxylic or carboxylate function ( — COOH or — COO-).
[00106] Non-limiting examples of carboxylate anionic surfactants include acylglycinates, acyllactylates, acylsarcosinates, acylglutamates, alkyl-D-
galactosideuronic acids, alkyl ether carboxylic acids, alkyl(C6-30 aryl) ether carboxylic acids, alkylamido ether carboxylic acids; and also the salts of these compounds; the alkyl and/or acyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group; these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
[00107] When the anionic surfactant is in salt form, the salt may be chosen from alkali metal salts, such as the sodium or potassium salt, ammonium salts, amine salts and in particular amino alcohol salts, and alkaline-earth metal salts, such as the magnesium salt.
[00108] Examples of amino alcohol salts may include but are not limited to monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2- methyl-1 -propanol salts, 2-amino-2-methyl-1 ,3-propanediol salts and tris(hydroxymethyl)aminomethane salts.
[00109] In some embodiments, alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts may be chosen, especially in the form of alkali metal, ammonium, amino alcohol and alkaline-earth metal salts, or a mixture of these compounds, may be chosen.
[00110] In exemplary and non-limiting embodiments, the anionic surfactant may be chosen from sodium laureth sulfate, ammonium laureth sulfate, disodium lauryl sulfosuccinate, disodium laureth sulfosuccinate, diammonium lauryl sulfosuccinate, diethylhexyl sodium sulfosuccinate, sodium oleyl succinate, sodium lauroyl methyl isethionate, sodium lauryl isethionate, sodium cocoyl isethionate, sodium laureth-5 carboxylate, lauryl ether carboxylic acid, ammonium lauryl sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauric monoglyceride sodium sulfate, sodium lauryl sulfate, potassium lauryl sulfate, potassium laureth sulfate, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate,
sodium lauroyl sulfate, potassium cocoyl sulfate, monoethanolamine cocoyl sulfate, sodium tridecyl benzene sulfonate, sodium dodecyl benzene sulfonate, sodium C14- 16 olefin sulfonate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, stearoyl sarcosine, lauryl sarcosine, cocoyl sarcosine, sodium methyl cocoyl taurate, sodium methyl lauroyl taurate, sodium lauroyl glutamate, sodium cocoyl glutamate, disodium cocoyl glutamate, potassium myristoyl glutamate, TEA-cocoyl glutamate, sodium cocoyl glycinate, potassium cocoyl glycinate, sodium cocoyl alaninate, TEA-cocoyl alaninate, or a combination of two or more thereof. For example, the compositions may comprise at least one anionic surfactant chosen from sodium laureth sulfate, sodium lauryl sulfate, sodium lauroyl sulfate, sodium lauroyl methyl isethionate, or a combination of two or more thereof.
[00111] If present, the total amount of anionic surfactants may range up to about 15%, such as up to about 12%, up to about 10%, up to about 8%, up to about 5%, up to about 3.5%, or up to about 2% by weight, relative to the total weight of the composition. For example, the total amount of anionic surfactants may range from about 0.01 % to about 10%, from about 0.1 % to about 8%, from about 0.5% to about 6%, or from about 1 % to about 4% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions comprise at least one anionic surfactant, and have a total amount of anionic surfactants ranging from about 0.25% to about 5%, such as from about 0.5% to about 4%, from about 0.75% to about 3%, or from about 1 % to about 2% by weight, relative to the total weight of the composition.
Amphoteric or Zwitterionic Surfactants
[00112] In at least some embodiments, the compositions comprise at least one amphoteric or zwitterionic surfactant. Non-limiting examples of useful amphoteric surfactants include derivatives of aliphatic secondary and tertiary amines where the aliphatic radical can be straight or branched chain and one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate. Exemplary amphoteric surfactants include sodium cocaminopropionate, sodium cocaminodipropionate, sodium cocoamphoacetate, sodium cocoamphohydroxypropylsulfonate, sodium cocoamphopropionate, sodium
cornamphopropionate, sodium lauraminopropionate, sodium lauroamphoacetate, sodium lauroamphohydroxypropylsulfonate, sodium lauroamphopropionate, sodium cornamphopropionate, sodium lauriminodipropionate, ammonium cocaminopropionate, ammonium cocaminodipropionate, ammonium cocoamphoacetate, ammonium cocoamphohydroxypropylsulfonate, ammonium cocoamphopropionate, ammonium cornamphopropionate, ammonium lauraminopropionate, ammonium lauroamphoacetate, ammonium lauroamphohydroxypropylsulfonate, ammonium lauroamphopropionate, ammonium cornamphopropionate, ammonium lauriminodipropionate, triethanonlamine cocaminopropionate, triethanonlamine cocaminodipropionate, triethanonlamine cocoamphoacetate, triethanonlamine cocoamphohydroxypropylsulfonate, triethanonlamine cocoamphopropionate, triethanonlamine cornamphopropionate, triethanonlamine lauraminopropionate, triethanonlamine lauroamphoacetate, triethanonlamine lauroamphohydroxypropylsulfonate, triethanonlamine lauroamphopropionate, triethanonlamine cornamphopropionate, triethanonlamine lauriminodipropionate, cocoamphodipropionic acid, disodium caproamphodiacetate, disodium caproamphoadipropionate, disodium capryloamphodiacetate, disodium capryloamphodipriopionate, disodium cocoamphocarboxyethylhydroxypropylsulfonate, disodium cocoamphodiacetate, disodium cocoamphodipropionate, disodium dicarboxyethylcocopropylenediamine, disodium laureth-5 carboxyamphodiacetate, disodium lauriminodipropionate, disodium lauroamphodiacetate, disodium lauroamphodipropionate, disodium oleoamphodipropionate, disodium PPG-2-isodecethyl-7 carboxyamphodiacetate, lauraminopropionic acid, lauroamphodipropionic acid, lauryl aminopropylglycine, and lauryl diethylenediaminoglycine, as well as combinations of two or more thereof.
[00113] Betaine surfactantss may also be used. For example, coco dimethyl carboxymethyl betaine, lauryl dimethyl carboxymethyl betaine, lauryl dimethyl alphacarboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, cetyl dimethyl betaine, lauryl bis-(2-hydroxyethyl) carboxymethyl betaine, stearyl bis-(2- hydroxypropyl) carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, lauryl bis-(2-hydroxypropyl) alpha-carboxyethyl betaine, coco dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, lauryl dimethyl sulfoethyl betaine, lauryl
bis-(2-hydroxyethyl) sulfopropyl betaine, oleyl betaine, cocamidopropyl betaine, or combinations of two or more thereof, may be chosen.
[00114] If present, the total amount of amphoteric or zwitterionic surfactants may range up to about 15%, such as up to about 12%, up to about 10%, up to about 8%, up to about 5%, up to about 3.5%, or up to about 2% by weight, relative to the total weight of the composition. For example, the total amount of amphoteric or zwitterionic surfactants may range from about 0.01 % to about 10%, from about 0.1% to about 8%, from about 0.5% to about 6%, or from about 1% to about 4% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions comprise at least one amphoteric or zwitterionic surfactant, and have a total amount of amphoteric or zwitterionic surfactants ranging from about 0.25% to about 5%, such as from about 0.5% to about 4%, from about 0.75% to about 3%, or from about 1% to about 2% by weight, relative to the total weight of the composition. In at least some other embodiments, the compositions are free or substantially free of amphoteric surfactants.
Nonionic Surfactants
[00115] If present, the nonionic surfactants may be chosen from alcohols, ct-diols and (C1-C20) alkylphenols, these compounds being polyethoxylated, polypropoxylated and/or polyglycerolated, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30, or alternatively these compounds comprising at least one fatty chain comprising from 8 to 30 carbon atoms and especially from 16 to 30 carbon atoms. For example, nonionic surfactants may be chosen from monooxyalkylenated or polyoxyalkylenated (C8-C24)alkylphenols, saturated or unsaturated, linear or branched, monooxyalkylenated or polyoxyalkylenated Cs-Cso alcohols, saturated or unsaturated, linear or branched, monooxyalkylenated or polyoxyalkylenated Cs- C30 amides, esters of saturated or unsaturated, linear or branched, C8-C30 acids and of polyalkylene glycols, monooxyalkylenated or polyoxyalkylenated esters of saturated or unsaturated, linear or branched, Cs-Cso acids and of sorbitol, saturated or unsaturated, monooxyalkylenated or polyoxyalkylenated plant oils, condensates of ethylene oxide and/or of propylene oxide, or combinations thereof.
[00116] By way of example only, the adducts of ethylene oxide with lauryl alcohol, for example those containing from 9 to 50 oxyethylene units or from 10 to 12 oxyethylene units (Laureth-10 to Laureth-12); the adducts of ethylene oxide with behenyl alcohol, for example those containing from 9 to 50 oxyethylene units (Beheneth-9 to Beheneth- 50); the adducts of ethylene oxide with cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol), for example those containing from 10 to 30 oxyethylene units (Ceteareth-10 to Ceteareth-30); the adducts of ethylene oxide with cetyl alcohol, for example those containing from 10 to 30 oxyethylene units (Ceteth-10 to Ceteth-30); the adducts of ethylene oxide with stearyl alcohol, for example those containing from 10 to 30 oxyethylene units (Steareth-10 to Steareth-30); the adducts of ethylene oxide with isostearyl alcohol, for example those containing from 10 to 50 oxyethylene units (lsosteareth-10 to lsosteareth-50); monoglycerolated or polyglycerolated C8-C40, e.g. Cs-Cso, alcohols, such as lauryl alcohol containing 4 mol of glycerol (Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1 .5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleocetyl alcohol containing 6 mol of glycerol, or octadecanol containing 6 mol of glycerol; polyoxyethylenated fatty esters such as the adducts of ethylene oxide with esters of lauric acid, palmitic acid, stearic acid or behenic acid, and mixtures thereof, for example those containing from 9 to 100 oxyethylene units such as PEG-9 to PEG-50 laurate, PEG-9 to PEG-50 palmitate, PEG-9 to PEG-50 stearate, PEG-9 to PEG-50 palmitostearate, PEG-9 to PEG-50 behenate, polyethylene glycol 100 EO monostearate (PEG-100 stearate); glyceryl stearate (glyceryl mono-, di- and/or tristearate); glyceryl ricinoleate; sorbitan palmitate; sorbitan isostearate; sorbitan stearate; sorbitan palmitate; sorbitan trioleate; alkylglucose sesquistearates such as methylglucose sesquistearatel alkylglucose palmitates such as methylglucose or ethylglucose palmitate, etc., or combinations of two or more thereof may be chosen.
[00117] If present, the total amount of nonionic surfactants may range up to about 15%, such as up to about 12%, up to about 10%, up to about 8%, up to about 5%, up to about 3.5%, or up to about 2% by weight, relative to the total weight of the composition. For example, the total amount of nonionic surfactants may range from about 0.01 % to about 10%, from about 0.1 % to about 8%, from about 0.5% to about
6%, or from about 1 % to about 4% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions comprise at least one nonionic surfactant, and have a total amount of nonionic surfactants ranging from about 0.25% to about 5%, such as from about 0.5% to about 4%, from about 0.75% to about 3%, or from about 1 % to about 2% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions are free or substantially free of nonionic surfactants.
[00118] In some embodiments, compositions according to the disclosure are free or substantially free of cationic surfactants.
Fatty Compounds
[00119] Optionally, compositions according to the disclosure may include at least one fatty compound. In certain embodiments, the at least one fatty compound may be chosen from lower alkanes, fatty alcohols, fatty acids, esters of fatty acids, esters of fatty alcohols, oils such as mineral, vegetable, animal, silicone and non-silicone oils, silicone and non-silicone waxes, or combinations of any two or more thereof. In some embodiments, the compositions comprise at least one fatty compound of natural origin. In some embodiments, the compositions are free of fatty compounds that are not of natural origin.
[00120] Non-limiting examples of silicone oils include dimethicone, amodimethicone, cyclomethicone, polysilicone-1 1 , phenyl trimethicone, trimethylsilylamodimethicone, and stearoxytrimethylsilane. For example, the composition may comprise at least one silicone chosen from amodimethicone, PEG-7 Dimethicone, PEG- 8 Dimethicone, PEG-9 Dimethicone, PEG-10 Dimethicone, PEG-12 Dimethicone, PEG-14 Dimethicone, PEG-17 Dimethicone, PEG/PPG-3/10 Dimethicone, PEG/PPG-4/12 Dimethicone, PEG/PPG-17/18 Dimethicone, cetyl PEG/PPG-10/1 dimethicone, Dimethicone PEG-8 Benzoate, Dimethicone PEG-7 Phosphate, Dimethicone PEG-8 Phosphate, Dimethicone PEG-10 Phosphate, or a combination of two or more thereof. In some preferred embodiments, the compositions comprise a silicone oil component that comprises, consists essentially of, or consists of dimethicone, amodimethicone, or a combination thereof. In some embodiments, the compositions are free or substantially free of silicone oils and/or silicone waxes.
[00121] In some embodiments, compositions according to the disclosure may include at least one fatty compound chosen from fatty alcohols. In certain embodiments, “fatty alcohol” refers to any alcohol with a carbon chain of C5 or greater, such as, for example, C8 or greater, C10 or greater, or C12 or greater, such as from 6 to 30 carbon atoms or from 8 to 30 carbon atoms. The fatty alcohols may be alkoxylated or non- alkoxylated, saturated or unsaturated, and linear or branched. Non-limiting examples of fatty alcohols include arachidyl alcohol, behenyl alcohol, caprylic alcohol, cetearyl alcohol, cetyl alcohol, coconut alcohol, decyl alcohol, hydrogenated tallow alcohol, jojoba alcohol, lauryl alcohol, myristyl alcohol, oleyl alcohol, palm alcohol, palm kernel alcohol, stearyl alcohol, tallow alcohol, tridecyl alcohol, or combinations of two or more thereof. In some preferred embodiments, the compositions comprise a fatty alcohol component that comprises, consists essentially of, or consists of cetyl alcohol, stearyl alcohol, cetearyl alcohol, or combinations thereof.
[00122] In some embodiments, the composition may include one or more fatty compounds chosen from oils of animal, vegetable, or mineral origin (e.g. lanolin, squalene, fish oil, perhydrosqualene, mink oil, turtle oil, soybean oil, grape seed oil, sesame oil, maize oil, rapeseed oil, sunflower oil, cottonseed oil, avocado oil, olive oil, castor seed oil, jojoba seed oil, peanut oil, sweet almond oil, palm oil, cucumber oil, hazelnut oil, apricot kernel oil, wheat germ oil, calophyllum oil, macadamia oil, coconut oil, cereal germ oil, candlenut oil, thistle oil, candelilla oil, safflower oil, or shea butter), linear or branched hydrocarbons (e.g. polybutene, hydrogenated polyisobutene, polyisoprene, polydecenes such as hydrogenated polydecene, or also linear, branched and/or cyclic alkanes which are optionally volatile, such as, for example, isohexadecane, isododecane, isodecane, or isohexadecane), mono- and/or polyesters of fatty acids and/or of fatty alcohols (e.g. mono- and polyesters of hydroxy acids and of fatty alcohols, esters of benzoic acid and of fatty alcohols, polyesters of polyols, dipentaerythrityl C5-C9 esters, trimethylolpropane polyesters, propylene glycol polyesters, or polyesters of hydrogenated castor oil), perfluorinated and/or organofluorinated oils, fluorosilicone oils, or combinations of two or more thereof. Nonlimiting examples of fatty acids include optionally branched and/or unsaturated fatty acids such as myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, isostearic acid, or combinations of two or more thereof.
[00123] If present, the total amount of fatty compounds in the composition may range up to about 20%, such as up to about 18%, up to about 15%, up to about 12%, up to about 10%, up to about 8%, or up to about 5% by weight, relative to the total weight of the composition. For example, the total amount of fatty compounds may range from about 0.1 % to about 20%, such as from about 0.5% to about 18%, from about 1% to about 15%, from about 1.25% to about 12%, or from about 1.5% to about 10% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions are free or essentially free of fatty compounds.
Thickening Agents
[00124] Compositions according to the disclosure optionally comprise at least one thickening agent. Useful thickening agents include, but are not limited to, semisynthetic polymers, such as semisynthetic cellulose derivatives, synthetic polymers, such as carbomers, poloxamers, and acrylates/beheneth-25 methacrylate copolymer, acrylates copolymer, polyethyleneimines (e.g., PEI-10), naturally occurring polymers, such as acacia, tragacanth, alginates (e.g., sodium alginate), carrageenan, vegetable gums, such as xanthan gum, guar gum, petroleum jelly, waxes, particulate associate colloids, such as bentonite, colloidal silicon dioxide, and microcrystalline cellulose, celluloses such as hydroxyethylcellulose and hydroxypropylcellulose, and guars such as hydroxypropyl guar.
[00125] In some embodiments, the thickening agent may be chosen from associative thickening polymers such as anionic associative polymers, amphoteric associative polymers, cationic associative polymers, or nonionic associative polymers. A nonlimiting example of an amphoteric associative polymer is acrylates/beheneth-25 methacrylate copolymer, and non-limiting examples of anionic associative polymers include acrylates copolymer and acrylates crosspolymer-4.
[00126] If present, the total amount of thickening agents may range from about 0.001 % to about 5%, such as from about 0.01 % to about 4%, from about 0.1 % to about 3.5%, from about 0.2% to about 3%, from about 0.3% to about 2.5% by weight, from about 0.4% to about 2%, from about 0.5% to about 1 .5%, or from about 0.5% to about 1 %, relative to the total weight of the composition.
Carboxylic Acids
[00127] Compositions according to the disclosure optionally comprise at least one carboxylic acid. In some embodiments, the compositions comprise more than one carboxylic acid, for example, at least two carboxylic acids, at least three carboxylic acids, etc. For example, mono-, di-, or tri-carboxylic acids may be chosen.
[00128] In various embodiments, the at least one carboxylic acid may be chosen from citric acid, maleic acid, succinic acid, aspartic acid, glutamic acid, lactic acid, malic acid, tartaric acid, salts thereof, or combinations thereof, preferably citric acid, lactic acid, salts thereof, or combinations thereof. In one embodiment, citric acid may be chosen.
[00129] If present, the total amount of carboxylic acids may range up to about 3%, such as up to about 2.5%, up to about 2%, up to about 1 .5%, up to about 1 %, or up to about 0.5% by weight, relative to the total weight of the composition. For example, the total amount of carboxylic acids may range from about 0.001 % to about 3%, from about 0.01 % to about 2.5%, from about 0.1% to about 2%, or from about 0.1 % to about 1 .5% by weight, relative to the total weight of the composition. In some embodiments, the total amount of mono-, di-, and tri-carboxylic acids does not exceed about 1 %, for example may range from 0.001 % to about 1%, such as from about 0.001 % to about 0.9%, from about 0.001 % to about 0.8%, from about 0.001 % to about 0.7%, from about 0.001 % to about 0.6%, from about 0.001 % to about 0.5%, from about 0.001 % to about 0.4%, from about 0.001 % to about 0.3%, from about 0.001% to about 0.2%, or from about 0.001% to about 0.1 % by weight, relative to the total weight of the composition.
[00130] In some embodiments, the compositions are free or essentially free of carboxylic acids, or are free or essentially free of mono-, di-, and/or tri-carboxylic acids. In other embodiments, the compositions are free or essentially free of citric acid.
Auxiliary Components
[00131] Compositions according to the disclosure may optionally include one or more auxiliary components. Non-limiting examples include preservatives, fragrances, pH adjusters, salts, antioxidants, vitamins (e.g. ascorbic acid, tocopherol), vitamin derivatives, botanical extracts, buffers, sequestering agents, and the like. In some embodiments, the compositions are free or essentially free of any of the
aforementioned, e.g. the compositions may be free or essentially free of antioxidants, free or essentially free of ascorbic acid, etc.
[00132] The total amount of auxiliary components, if present, typically ranges from about 0.01 % to about 15% by weight, based on the total weight of the composition. For example, in some embodiments the individual amounts of each component or the total amount of components may range from about 0.1 % to about 10%, about 0.1% to about 8%, about 0.1 % to about 5%, about 0.1 % to about 4%, about 0.1% to about 3%, about 0.1 % to about 2%, about 0.25% to about 10%, about 0.25% to about 8%, about 0.25% to about 5%, about 0.25% to about 4%, about 0.25% to about 3%, about 0.25% to about 2%, about 0.5% to about 10%, about 0.5% to about 8%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%, about 0.75% to about 10%, about 0.75% to about 8%, about 0.75% to about 5%, about 0.75% to about 4%, about 0.75% to about 3%, or about 0.75% to about 2% by weight, based on the total weight of the composition.
[00133] In some embodiments, the compositions may be free of cationic surfactants, ascorbic acid, citric acid, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia. In yet other embodiments, the compositions may be essentially free of ascorbic acid, citric acid, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia, for example may comprise less than 5%, less than 4.5%, less than 4%, less than 3.5%, less than 3%, less than 2.5%, less than 2%, less than 1 .5%, less than 1 .25%, less than 1 %, less than 0.75%, less than 0.5%, less than 0.4%, less than 0.3%, less than 0.2%, less than 0.1 %, less than 0.05%, or less than 0.01% of a total amount of ascorbic acid, citric acid, sulfites, bisulfites, metabisulfites, persulfates, peroxides, or ammonia, or of a total amount of any combination of two or more thereof.
[00134] For example, in preferred examples of the first exemplary embodiment, the composition is free or essentially free of cationic surfactants, persulfates, peroxides, and/or ammonia.
[00135] For example, in preferred examples of the second exemplary embodiment, the composition is free or essentially free of cationic surfactants, persulfates, peroxides, and/or ammonia.
[00136] For example, in preferred examples of the third exemplary embodiment, the composition is free or essentially free of citric acid, cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
[00137] For example, in preferred examples of the fourth exemplary embodiment, the composition is free or essentially free of cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
[00138] For example, in preferred examples of the fifth exemplary embodiment, the composition is free or essentially free of cationic surfactants, sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia.
[00139] The compositions may be in any suitable form. For example, the compositions may be a liquid, a gel, a gel cream, a cream, a serum, etc. Advantageously, the compositions can be used as a one-part hair color removing composition, as compared to known systems for removing color from hair that require the application of multiple compositions to effectively remove color from the hair.
[00140] The pH of the composition is typically acidic, i.e. below 7, such as below about 6, below about 5, or below about 4. For example, compositions according to the disclosure may have a pH ranging from about 1 to about 6, preferably from about 2 to about 5, from about 2.5 to about 5, from about 2.75 to about 4.75, from about 3 to about 4.5, or from about 3.25 to about 4.25.
II. METHODS
[00141] The disclosure further relates to methods of removing color from keratin fibers, especially hair that has been previously dyed such as with an oxidation dye. The methods comprise applying a composition according to the disclosure onto the keratin fibers, e.g. hair, optionally leaving the composition on the keratin fibers for a period of time (“rest period,” “resting period,” or “leave-in period”), and subsequently rinsing the composition from the keratin fibers. Thus, the methods may comprise a two-step method, which is simpler and more effective than known three- or more step methods where multiple compositions are applied to the hair for color removal before the hair is rinsed.
[00142] The appropriate leave-in period will be determined based on the color to be removed, and may in various embodiments last up to about 1 minute, up to about 2
minutes, up to about 5 minutes, up to about 10 minutes, up to about 20 minutes, up to about 30 minutes, up to about 45 minutes, up to about 1 hour, up to about 2 hours, etc., such as from about 1 minute to about 60 minutes, from about 2 minutes to about 45 minutes, from about 5 minutes to about 40 minutes, or from about 10 minutes to about 30 minutes.
[00143] Surprisingly, in at least some embodiments, the compositions and methods according to the disclosure effectively remove color imparted to hair by previously- applied oxidative dyes without the use of persulfates, peroxides, and/or ammonia, and can prevent or substantially prevent the oxidative dyes from re-oxidizing such that the color does not return. Thus, in at least some embodiments, the compositions are free or essentially free of sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia, and/or the methods include only compositions that are free or substantially free of sulfites, bisulfites, metabisulfites, persulfates, peroxides, and/or ammonia. This benefit has surprisingly been observed on hair even several months after the original color was removed with compositions and methods according to the disclosure, and thus the color removal is considered to be permanent, which is a benefit not achieved by traditional hair color removing compositions that use reducing agents.
[00144] In addition, the synergistic combination of components in compositions and methods according to the disclosure also surprisingly reduces or eliminates the odor that is typically encountered with compositions and methods for removing color from hair.
[00145] Having described the many embodiments of the present invention in detail, it will be apparent that modifications and variations are possible without departing from the scope of the disclosure defined in the appended claims. Furthermore, it should be appreciated that all examples in the present disclosure, while illustrating many embodiments of the disclosure, are provided as non-limiting examples and are, therefore, not to be taken as limiting the various aspects so illustrated. It is to be understood that all definitions herein are provided for the present disclosure only.
[00146] As used herein, the terms “comprising,” “having,” and “including” (or “comprise,” “have,” and “include”) are used in their open, non-limiting sense.
[00147] In this application, the use of the singular includes the plural unless specifically stated otherwise. The singular forms “a,” “an,” “the,” and “at least one” are
understood to encompass the plural as well as the singular unless the context clearly dictates otherwise. The expression “one or more” and “at least one” are interchangeable and expressly include individual components as well as mixtures/combinations. Likewise, the term “a salt thereof” also relates to “salts thereof.” Thus, where the disclosure refers to “at least one element selected from the group consisting of A, B, C, D, E, F, a salt thereof, or mixtures thereof,” it indicates that that one or more of A, B, C, D, and F may be included, one or more of a salt of A, a salt of B, a salt of C, a salt of D, a salt of E, and a salt of F may be included, or a mixture of any two or more of A, B, C, D, E, F, one or more salts of A, one or more salts of B, one or more salts of C, one or more salts of D, one or more salts of E, and one or more salts of F may be included.
[00148] The term “and/or” should be understood to include both the conjunctive and the disjunctive. For example, “water and/or non-aqueous solvents” means “water and non-aqueous solvents” as well as “water or non-aqueous solvents,” and expressly covers instances of either.
[00149] As used herein, the phrases “and mixtures thereof,” “and a mixture thereof,” “and combinations thereof,” “and a combination thereof,” “or mixtures thereof,” “or a mixture thereof,” “or combinations thereof,” and “or a combination thereof,” are used interchangeably to denote that the listing of components immediately preceding the phrase, such as “A, B, C, D, or mixtures thereof” signify that the component(s) may be chosen from A, from B, from C, from D, from A+B, from A+B+C, from A+D, from A+C+D, etc., without limitation on the variations thereof. Thus, the components may be used individually or in any combination thereof.
[00150] For purposes of the present disclosure, it should be noted that to provide a more concise description, some of the quantitative expressions given herein are not qualified with the term “about.” It is understood that whether the term “about” is used explicitly or not, every quantity given herein is meant to refer to the actual given value, and it is also meant to refer to the approximation to such given value that would reasonably be inferred based on the ordinary skill in the art, including approximations due to the experimental and/or measurement conditions for such given value.
[00151] All ranges and amounts given herein are intended to include sub-ranges and amounts using any disclosed point as an end point, and all endpoints are intended to
be included unless expressly stated otherwise. Thus, a range of “1% to 10%, such as 2% to 8%, such as 3% to 5%,” is intended to encompass ranges of “1 % to 8%,” “1 % to 5%,” “2% to 10%,” and so on. All numbers, amounts, ranges, etc., are intended to be modified by the term “about,” whether or not expressly stated, unless expressly stated otherwise. Similarly, a range given of “about 1% to 10%” is intended to have the term “about” modifying both the 1 % and the 10% endpoints. The term “about” is used herein to indicate a difference of up to +/- 10% from the stated number, such as +/- 9%, +/- 8%, +/- 7%, +/- 6%, +/- 5%, +/- 4%, +/- 3%, +/- 2%, or +/- 1 %. Unless expressly stated otherwise, “about” means +/- 5%. Likewise, all endpoints of ranges are understood to be individually disclosed, such that, for example, a range of 1 :2 to 2:1 is understood to disclose a ratio of both 1 :2 and 2:1 .
[00152] As used herein, if a component is described as being present “in an amount up to” a certain amount, it is intended that such component is, in fact, present in the composition, i.e. is present in an amount greater than 0%.
[00153] All amounts and ratios herein are given based upon the total weight of the composition, unless otherwise indicated. Unless otherwise indicated, all percentages herein are by weight of active material.
[00154] As used herein, the phrase “applying a composition onto keratin fibers” and variations thereof are intended to mean contacting the keratin fibers such as hair with at least one of the compositions of the disclosure, in any manner. It may also mean contacting the keratin fibers with an effective amount of the composition.
[00155] As used herein, the term “salts” referred to throughout the disclosure may include salts having a counterion such as an alkali metal, alkaline earth metal, or ammonium counterion. This list of counterions, however, is non-limiting. Salts also include a dissociated form of a compound, e.g. in an aqueous solution.
[00156] As used herein, the term “substantially free” or “essentially free” means the specific material may be present in small amounts that do not materially affect the basic and novel characteristics of the compositions according to the disclosure. For instance, there may be less than 2% by weight of a specific material added to a composition, based on the total weight of the compositions (provided that an amount of less than 2% by weight does not materially affect the basic and novel characteristics of the compositions according to the disclosure. Similarly, the compositions may
include less than 2%, less than 1.5%, less than 1 %, less than 0.5%, less than 0.1%, less than 0.05%, or less than 0.01 %, or none of the specified material. Furthermore, all components that are positively set forth in the instant disclosure may be negatively excluded from the claims, e.g., a claimed composition may be “free,” “essentially free” (or “substantially free”) of one or more components that are positively set forth in the instant disclosure. The term “substantially free” or “essentially free” as used herein may also mean that the specific material is not added to the composition but may still be present in a raw material that is included in the composition.
[00157] As used herein, the terms “treat,” “treated,” “treatment,” and variations thereof is not intended to be limiting, but rather is merely intended to indicate that one or more compositions is applied to the hair, and optionally removed from the hair. For example, hair that is “treated” with a composition according to the disclosure may have had the composition applied, and/or may have had the composition applied and removed, e.g. by rinsing or towel drying. As a further example, hair that is “treated” with a composition according to the disclosure may have had the composition applied, and/or may have had the composition applied and rinsed from the hair.
[00158] For purposes of the disclosure, the terms “color removal,” “hair colorremoving,” and variations thereof should be understood to refer to removal of artificial color from the hair imparted by previously-applied oxidative dyes. It should be understood that removal of color can include removal of all color or can include removal of various tones of color. Therefore, in some embodiments, overall lightening of the hair color will be observed (e.g. greater AE), while in other embodiments even if the overall color change is not considered significant, variation in one or more of the L*, a*, or b* values will be observed.
[00159] The examples that follow serve to illustrate embodiments of the present disclosure without, however, being limiting in nature. It will be apparent to those skilled in the art that various modifications and variations can be made in the compositions and methods of the invention without departing from the spirit or scope of the invention.
EXAMPLES
[00160] The following Examples are intended to be non-limiting and explanatory in nature only. In the Examples, amounts are expressed in percentage by weight (wt%)
of active materials, relative to the total weight of the composition, unless otherwise indicated.
[00161] In these Examples, the change in the color of hair is evaluated with the CIE L* a* b* system, using Colorshot MS, where the change is determined by evaluating the color of the hair after treatment (L*2, a*2, b*2) compared to the color of the hair before treatment (L*i, a*i, b*i). The change in color (AE) is defined as:
[00162] In this system, the three parameters represent, respectively, the color intensity (L*), the green/red color axis (a*) and the blue/yellow color axis (b*). The higher the value of L*, the lighter the color, the higher the value of a*, the redder the color, and the higher the value of b*, the yellower the color. The higher the value for AE, the greater the difference in color of treated hair relative to the color of the hair prior to treatment.
Example 1 - Compositions
[00163] Compositions 1A-1 D according to a first exemplary embodiment of the disclosure were prepared as shown in Table 1A, and comparative compositions C1 - C3 were prepared as shown in Table 1 B. Two commercially-available hair color remover compositions C4-C5 are shown in Table 1 C, which shows the ingredients as listed on the packages.
Example 2 - Evaluation of Color Removal
[00164] Ten swatches each of virgin and permed, -90% grey hair (20 swatches total) were colored with a commercially-available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair. The swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00165] Once the swatches were dry, the swatches were treated as follows. Each of compositions 1 A-1 D and C1-C5 were applied to one virgin and one permed swatch at
a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with the hair dye mixture and permed hair colored with the hair dye mixture. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00166] One virgin and one permed swatch colored with the hair dye mixture were not treated with a color-removing composition and are used as controls.
[00167] The color of each of the swatches was then evaluated with the CIE L* a* b* system.
Example 2A - Evaluation of Color Removal Efficacy
[00168] The color of each of the swatches was evaluated immediately after the swatches were treated as described above and dried (time = To), to evaluate the effectiveness of color removal.
[00169] Table 2A-1 shows the L*, a*, b* and AE values for swatches of virgin hair at To.
[00171] Tables 2A-1 and 2A-2 demonstrate that when the same amount of reducing agents is used, the presence of the clay compound surprisingly improves the efficacy of the color-removal of the composition. This can be seen, for example, by comparing the AE values of compositions 1 A and 1 B with that of compositions C1 and C2, and by comparing the AE values of compositions 1 C and 1 D with that of composition C3.
[00172] In addition, Tables 2A-1 and 2A-2 show that the compositions according to the disclosure perform significantly better than commercially-available color removal compositions C4 and C5, particularly on permed hair.
[00173] Since a difference in AE of ~2 is visible to the naked eye, these results are significant.
Example 2B - Evaluation of Lastinqness of Color Removal
[00174] The color of the swatches treated with compositions 1A-1 D and C1 -C3 was again evaluated after one week (time = T?), to evaluate the lastingness of the color removal.
[00175] Table 2B-1 shows the L*, a*, b* and AE values for swatches of virgin hair at
T7.
[00176] Table 2B-2 shows the L*, a*, b* and AE values for swatches of permed hair at T7.
[00177] Although the L*, a*, b* and AE values for the swatches treated with compositions 1 A-1 D are slightly higher or lower in Tables 2B-1 and 2B-2 than in Tables
2A-1 and 2A-2, these differences are considered to be within an acceptable deviation. Visually, there was no difference in color of the swatch at T7 compared to To.
[00178] Tables 2B-1 and 2B-2 therefore demonstrate that the color removal lasts through at least one week. It was observed that even after several months, the swatches treated with compositions 1A-1 D visually appeared to maintain the same level of color removal, demonstrating that re-oxidation of the color does not occur.
Example 3 - Evaluation of Odor Control
[00179] Consistent with how such evaluations are typically done, performance of odor control was evaluated by a fragrance expert, who reported the results shown in Table 3 for the odor detected for compositions 1 A, 1 B, C1 , and C2, as well as for the swatches treated with each of compositions 1 A, 1 B, C1 , and C2.
[00180] The expert confirmed that both compositions 1 A and 1 B had a less-offensive odor than compositions C1 and C2, and that hair treated with compositions 1 A and 1 B had a less-offensive odor than hair treated with compositions C1 and C2. Thus, Example 3 demonstrates that the compositions according to the disclosure have surprisingly better odor control than compositions not according to the disclosure.
Example 4 - Compositions
[00181] Compositions 2A-2B according to a second exemplary embodiment of the disclosure were prepared as shown in Table 4A, and comparative compositions C6-
C8 were prepared as shown in Table 4B. Two commercially-available hair color remover compositions C9-C10 are shown in Table 4C, which shows the ingredients as listed on the packages.
Example 5 - Evaluation of Color Removal
[00182] Seven swatches of virgin, -90% grey hair, and eight swatches of permed, -90% grey hair (15 swatches total) were colored with a commercially-available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair. The swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00183] Once the swatches were dry, the swatches were treated as follows. Each of compositions 2A and C6-C10 were applied to one virgin swatch, and each of compositions 2A-2B and C6-C10 were applied to one permed swatch at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with an oxidative dye and permed hair colored with an oxidative dye. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00184] One virgin and one permed swatch colored with the hair dye mixture were not treated with a color-removing composition and were used as controls.
[00185] The color of each of the swatches was then evaluated with the CIE L* a* b* system.
Example 5A - Evaluation of Color Removal Efficacy
[00186] The color of each of the swatches was evaluated immediately after the swatches were treated as described above and dried (time = To), to evaluate the effectiveness of color removal.
[00188] Table 5A-2 shows the L*, a*, b* and AE values for swatches of permed hair at To.
[00189] Tables 5A-1 and 5A-2 demonstrate that compositions according to the disclosure are surprisingly more effective for removing color from hair, compared to compositions not according to the disclosure. This benefit is clear when considering the difference in overall hair color-removing results (AE) observed on the swatches treated with composition 2A compared to the results observed on the swatches treated with compositions C6-C7, which are identical except for the cyclodextrin and fragrance.
[00190] In addition, Tables 5A-1 and 5A-2 show that the compositions according to the disclosure perform significantly better than commercially-available color removal compositions C9 and C10, particularly on permed hair.
[00191] Since a difference in AE of ~2 is visible to the naked eye, these results are significant.
[00192] This Example also demonstrates that compositions according to the disclosure effectively alter the color, shade, or tone of the hair without having to remove all of the previously-applied color. In particular, Table 5A-2 shows differences in the L*, a*, and b* values of the swatch treated with composition 2B compared to the values of the swatch treated with composition C8, which are identical except for the cyclodextrin. The difference in b* values of the treated swatches demonstrates that the swatch treated with composition 2B has a warmer, more yellow undertone, showing that the blue tone was more effectively removed than in the swatch treated with composition C8. This demonstrates that hair color-removing compositions according to the disclosure can also be effectively used to adjust the color or tone of the hair.
Example 5B - Evaluation of Lastinqness of Color Removal
[00193] The color of the swatches treated with compositions 2A and C6-C8 was again evaluated after one week (time = T?), to evaluate the lastingness of the color removal.
[00194] Table 5B-1 shows the L*, a*, b* and AE values for swatches of virgin hair at T7.
[00196] Although the L*, a*, b* and AE values for the swatches treated with composition 1 A are slightly higher or lower in Tables 5B-1 and 5B-2 than in Tables 5A- 1 and 5A-2, these differences are considered to be within an acceptable deviation. Visually, there was no difference in color of the swatch at T? compared to To.
[00197] Tables 5B-1 and 5B-2 therefore demonstrate that the color removal lasts through at least one week. It was observed that even after several months, the swatches treated with composition 2A visually appeared to maintain the same level of color removal, demonstrating that re-oxidation of the color does not occur.
Example 6 - Evaluation of Odor Control
[00198] Consistent with how such evaluations are typically done, performance of odor control was evaluated by a fragrance expert, who reported the results shown in Table 6 for the odor detected for compositions 2A, C6, and C7, as well as for the swatches treated with each of compositions 2A, C6, and C7.
TABLE 6
[00199] The expert confirmed that composition 2A had a less-offensive odor than compositions C6 and C7, and that hair treated with composition 2A had a less- offensive odor than hair treated with compositions C6 and C7. Thus, Example 6 demonstrates that compositions according to a second exemplary embodiment of the disclosure have surprisingly better odor control than compositions not according to the disclosure.
Example 7 - Compositions
[00200] Compositions 3A-3C according to a third exemplary embodiment of the disclosure, and comparative composition C11 , were prepared as shown in Table 7. The pH of each composition was about 3.5.
Example 8 - Evaluation of Color Removal
[00201] Five swatches of permed, ~90% grey hair were colored with a commercially- available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture,
and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair. The swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00202] Once the swatches were dry, the swatches were treated as follows. Each of compositions 3A-3C and C11 were applied to separate swatches at a rate of about 2 grams per gram of hair. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00203] One swatch colored with the hair dye mixture was not treated with a colorremoving composition and is used as a control.
[00204] The color of each of the swatches was then evaluated with the CIE L* a* b* system, as described above.
[00205] First, the color of each of the swatches was evaluated immediately after the swatches were treated as described above and dried (time = To), to evaluate the effectiveness of color removal. Table 8A shows the L*, a*, b* and AE values at To.
[00206] Table 8A demonstrates that compositions according to the disclosure are surprisingly more effective for removing color from hair compared to compositions not according to the disclosure, as demonstrated by the significantly higher AE values for swatches treated with compositions 3A-3C compared to the swatch treated with composition C11. Since a difference in AE of ~2 is visible to the naked eye, these results are significant.
[00207] The color of the swatches treated with compositions 3A-3C and C1 1 was again evaluated after one week (time = T?), to evaluate the lastingness of the color removal. Table 8B shows the L*, a*, b* and AE values at Tz.
[00208] Although the L*, a*, b* and AE values for the swatches treated with compositions 3A-3C are slightly higher or lower in Table 8B than in Table 8A, these differences are considered to be within an acceptable deviation. Visually, there was no difference in color of the swatches at T7 compared to To.
[00209] Tables 8A and 8B therefore demonstrate that color removal with compositions according to the disclosure is not only highly effective, but also that the color removal lasts through at least one week. Additionally, it was observed that even after several months, the swatches treated with compositions 3A-3C visually appeared to maintain the same color, demonstrating that re-oxidation of the color does not occur.
Example 9 - Compositions Including Amines
[00210] Compositions 4A-4C according to a third exemplary embodiment of the disclosure were prepared as shown in Table 9. The pH of each composition was about 3.5.
Example 10 - Evaluation of Color Removal
[00211] Three swatches of virgin, -90% grey hair, and four swatches of permed, -90% grey hair (7 swatches total) were colored with a commercially-available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair. The swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00212] Once the swatches were dry, the swatches were treated as follows. Each of compositions 4B and 4C were applied to separate virgin swatches, and each of compositions 4A-4C was applied to separate permed swatches, at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with the hair dye mixture and permed hair colored with the hair dye mixture. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00213] One virgin and one permed swatch colored with the hair dye mixture but not treated with a color-removing composition were used as controls.
[00214] The color of each of the swatches was evaluated with the CIE L* a* b* system immediately after the swatches were treated as described above and dried, to evaluate the effectiveness of color removal. Tables 10A-10B show the L*, a*, b* and AE values for the virgin (Table 10A) and permed (Table 10B) swatches.
TABLE 10A
[00215] The data in Tables 10A-10B demonstrate that the addition of an amine can improve the color-removal properties of reducing agents according to the disclosure, particularly on hair that has previously been chemically treated. In addition, monoethanolamine surprisingly provides the greatest improvement in color removal, even compared to other amine compounds.
Example 11 - Compositions
[00216] Compositions 5A-5E according to a fourth exemplary embodiment of the disclosure, and comparative composition C12, were prepared as shown in Table 11 . The pH of each composition was about 3.5.
Example 12 - Evaluation of Color Removal
[00217] Six swatches of permed, -90% grey hair were colored with a commercially- available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair. The swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00218] Once the swatches were dry, the swatches were treated as follows. Each of compositions 5A-5D and C12 were applied to separate swatches at a rate of about 2 grams per gram of hair. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00219] One swatch colored with the hair dye mixture was not treated with a colorremoving composition and was used as a control.
[00220] The color of each of the swatches was then evaluated with the CIE L* a* b* system, as described above.
[00221] First, the color of each of the swatches was evaluated immediately after the swatches were treated as described above and dried (time = To), to evaluate the effectiveness of color removal. Table 12A shows the L*, a*, b* and AE values at To.
[00222] Table 12A demonstrates that compositions according to the disclosure are surprisingly more effective for removing color from hair compared to compositions not according to the disclosure, as demonstrated by the significantly higher AE values for swatches treated with compositions 5A-5D compared to the swatch treated with composition C12. Since a difference in AE of ~2 is visible to the naked eye, these results are significant.
[00223] The color of the swatches treated with compositions 5A-5C and C12 was again evaluated after one week (time = T?), to evaluate the lastingness of the color removal. Table 12B shows the L*, a*, b* and AE values at T?.
TABLE 12B
[00224] Although the L*, a*, b* and AE values for the swatches treated with compositions 5A-5C are slightly higher or lower in Table 12B than in Table 12A, these differences are considered to be within an acceptable deviation. Visually, there was no difference in color of the swatches at T? compared to To.
[00225] Tables 12A and 12B therefore demonstrate that color removal with compositions according to the disclosure is not only highly effective, but also that the color removal lasts through at least one week. Additionally, it was observed that even after several months, the swatches treated with compositions 5A-5D visually appeared to maintain the same color, demonstrating that re-oxidation of the color does not occur.
Example 13 - Compositions Including Amines
[00226] Compositions 6A-6C according to a fourth exemplary embodiment of the disclosure were prepared as shown in Table 13. The pH of each composition was about 3.5.
Example 14 - Evaluation of Color Removal
[00227] Three swatches of virgin, -90% grey hair, and four swatches of permed, -90% grey hair (7 swatches total) were colored with a commercially-available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair.
The swatches were left to process at room temperature for about 35 minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00228] Once the swatches were dry, the swatches were treated as follows. Each of compositions 6B and 6C were applied to separate virgin swatches, and each of compositions 6A-6C were applied to separate permed swatches, at a rate of about 2 grams per gram of hair, so that the color removing ability of each composition could be evaluated on both virgin hair colored with the hair dye mixture and permed hair colored with the hair dye mixture. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00229] One virgin and one permed swatch colored with the hair dye mixture but not treated with a color-removing composition were used as controls.
[00230] The color of each of the swatches was evaluated with the CIE L* a* b* system immediately after the swatches were treated as described above and dried, to evaluate the effectiveness of color removal. Tables 14A-14B show the L*, a*, b* and AE values for the virgin (Table 14A) and permed (Table 14B) swatches.
TABLE 14B
[00231] The data in Tables 14A-14B demonstrate that the addition of various amines can improve the color-removal properties of reducing agents according to the disclosure, particularly on hair that has previously been chemically treated. In addition, monoethanolamine surprisingly provides the greatest improvement in color removal, even compared to other amine compounds.
Example 15 - Compositions
[00232] Compositions 7A-7G according to a fifth exemplary embodiment of the disclosure were prepared as shown in Table 15. The pH of each composition was about 3.6.
Example 16 - Evaluation of Color Removal
[00233] Five swatches of permed, -90% grey hair were colored with a commercially- available oxidative hair dye composition. The oxidative hair dye composition was mixed in a 1 :1 ratio with 20V hydrogen peroxide developer to form a hair dye mixture, and the hair dye mixture was applied to the swatches at a rate of about 3 grams per gram of hair. The swatches were left to process at room temperature for about 35
minutes, rinsed, shampooed with a commercial shampoo, rinsed again, and allowed to air dry.
[00234] Once the swatches were dry, the swatches were treated as follows. Each of compositions 7A-7D were applied to separate swatches at a rate of about 2 grams per gram of hair. The swatches were allowed to rest for 30 minutes at 33°C. The swatches were then rinsed for about 30 seconds, shampooed with a commercial shampoo, rinsed, shampooed again, rinsed again, and then blow-dried.
[00235] One swatch colored with the hair dye mixture was not treated with a colorremoving composition and is used as a control. The color of each of the swatches was then evaluated with the CIE L* a* b* system, as described above.
[00236] Table 16A shows the AE values, representing the change in color compared to the control.
[00237] The same procedure was repeated with five swatches of unpermed -90% grey hair, and one of compositions 7B or 7E-7G were applied to separate swatches, with one dyed swatch not treated with a color removing composition as the control. Table 16B shows the AE values, representing the change in color compared to the control.
[00238] The data in Tables 16A-16B further demonstrate the color-removing benefits provided by compositions according to the disclosure.
Example 17 - Evaluation of Properties of Treated Hair
[00239] Next, properties of hair treated with compositions according to the disclosure were evaluated.
[00240] First, the integrity of the untreated swatch, the control swatch, and the treated hair swatches was evaluated by measuring the break stress and elastic modulus of the swatches with a fiber tensile testing instrument from Dia-Stron known as an MTT (Miniature Tensile Tester). The break stress represents the force/area needed to break the hair fiber, and the elastic modulus represents a measure of the hair's springlike structure (elasticity). A higher break stress and elastic modulus represents a stronger hair fiber.
[00241] Table 17A shows the measured break stress and elastic modulus values.
[00242] The results in Table 17A show that the break stress and elastic modulus of hair treated with compositions 7A-7D are higher than would be expected for hair that has been oxidatively dyed and treated to remove the oxidative color. Notably, both compositions 7A and 7D, which include a clay, are considered to have integrity benefits that are approaching that of hair not treated with a color remover, which was surprising.
[00243] Next, three experts trained in evaluating the sensorial properties of hair were asked to evaluate the untreated swatch, the control swatch, and the treated hair swatches. Each expert assigned a rating, as follows:
1 = hair feels rough and damaged;
2 = hair does not feel noticeably rough or smooth; and
3 = hair feels smooth and healthy.
[00244] Table 17B shows the ratings given by each expert to each swatch, as well as the average.
[00245] The results in Table 17B show that the sensoriality of hair treated with compositions 7B and 7E-7G is higher than would be expected for hair that has been oxidatively dyed and treated to remove the oxidative color. Notably, each of compositions 7E-7G had better ratings than either the undyed hair or the dyed hair with no color removing treatment, which was surprising since both oxidative dyes and oxidative dye removing compositions and processes are known to negatively affect the sensoriality of hair.
[00246] The above Examples demonstrate that compositions and methods according to the disclosure, which combine reducing agents and secondary agents to remove color from hair, surprisingly and unexpectedly enhance removal of oxidative hair dyes from hair, which removal is long-lasting, compared to compositions and methods not according to the disclosure. The Examples further demonstrate that improved odor control of hair-color removing compositions is also achieved by compositions according to the disclosure.
Claims
1 . A hair-color removing composition comprising: a) at least one reducing agent; b) at least one secondary agent chosen from clay compounds, cyclodextric compounds, amino acids, amine compositions, or combinations of two or more thereof; and c) at least one solvent.
2. The composition of claim 1 , comprising (a) at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations of two or more thereof, and (b) at least one secondary agent chosen from clay compounds, cyclodextrin compounds, or combinations of two or more thereof.
3. The hair-color removing composition of claim 1 , comprising (a) at least one reducing agent chosen from thiolactic acid, thioglycolic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof, and (b) at least one secondary agent chosen from clay compounds, cyclodextrin compounds, or combinations of two or more thereof.
4. The hair-color removing composition of any one of claims 1 to 3, wherein the total amount of reducing agents ranges from about 1 % to about 15% by weight, relative to the total weight of the composition.
5. The hair-color removing composition of any one of claims 1 to 4, comprising at least one clay compound chosen from hectorite, smectite, kaolin, bentonite, or combinations of two or more thereof.
6. The hair-color removing composition of any one of claims 1 to 5 comprising at least one clay compound, wherein the total amount of clay compounds ranges from about 1% to about 15% by weight, relative to the total weight of the composition.
7. The hair-color removing composition of any one of claims 1 to 6 comprising at least one clay compound, wherein the weight ratio of the total amount of reducing agents to the total amount of clay compounds ranges from about 1 to about 5.
8. The hair-color removing composition of any one of claims 1 to 3, comprising (b) 3-cyclodextrin.
9. The hair-color removing composition of any one of claims 1 to 3 or 8, wherein the total amount of cyclodextrin compounds ranges from about 1% to about 15% by weight, relative to the total weight of the composition.
10. The hair-color removing composition of any one of claims 1 to 3 or 8 to 9, wherein the weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds ranges from about 1 to about 5.
11. The hair-color removing composition of claim 1 , comprising (a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof.
12. The hair-color removing composition of claim 11 , comprising (b) at least one secondary agent chosen from amino acids, amine compounds, clay compounds, or combinations of two or more thereof.
13. The hair-color removing composition of claim 11 or claim 12, comprising (b) at least one amino acid and at least one amine compound.
14. The hair-color removing composition of any one of claims 1 1 to 13, comprising at least one amino acid chosen from arginine, glycine, betaine, proline, or combinations of two or more thereof.
15. The hair-color removing composition of any one of claims 1 1 to 14, comprising at least one alkanolamine, preferably monoethanolamine.
16. The hair-color removing composition of any one of claims 1 1 to 15, comprising from about 0.1 % to about 20% by weight, relative to the total weight of the composition of amino acids.
17. The hair-color removing composition of any one of claims 1 1 to 16, comprising monoethanolamine in an amount ranging from about 1 % to about 10% by weight, relative to the total weight of the composition.
18. The hair-color removing composition of any one of claims 1 1 to 17, wherein the composition is free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
19. The hair-color removing composition of any one of claims 1 to 18, further comprising at least one surfactant chosen from anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants; at least one thickening agent; fatty compounds; carboxylic acids or salts thereof; or combinations of two or more thereof.
20. The hair-color removing composition of any one of claims 1 to 19, wherein the pH of the composition ranges from about 1 to about 6, preferably from about 2 to about 5, more preferably from about 2.5 to about 5, most preferably from about 3 to about 4.5.
21 . A hair-color removing composition comprising: a) at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations of two or more thereof; b) at least one clay compound, preferably chosen from kaolin, bentonite, smectite, hectorite, or combinations of two or more thereof; and c) water, wherein the weight ratio of the total amount of reducing agents to the total amount of clay compounds ranges from about 1 to about 5.
22. The hair-color removing composition of claim 21 , comprising at least one reducing agent chosen from thiolactic acid, thioglycolic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof.
23. The hair-color removing composition of claim 21 or claim 22, wherein the total amount of reducing agents ranges from about 0.1 % to about 20% by weight, relative to the total weight of the composition.
24. The hair-color removing composition of any one of claims 21 to 23, wherein the total amount of clay compounds ranges from about 0.1 % to about 10% by weight, relative to the total weight of the composition.
25. A hair-color removing composition comprising: a) at least one reducing agent chosen from sulfites, bisulfites, salts thereof, or combinations of two or more thereof; b) at least one cyclodextrin compound; and c) water, wherein the weight ratio of the total amount of reducing agents to the total amount of cyclodextrin compounds ranges from about 1 to about 5.
26. The hair-color removing composition of claim 25, comprising at least one reducing agent chosen from thiolactic acid, thioglycolic acid, sodium sulfite, potassium sulfite, ammonium sulfite, sodium bisulfite, ammonium bisulfite, sodium metabisulfite, potassium metabisulfite, or combinations of two or more thereof.
27. The hair-color removing composition of claim 25 or claim 26, wherein the total amount of reducing agents ranges from about 0.1 % to about 20% by weight, relative to the total weight of the composition.
28. The hair-color removing composition of any one of claims 25 to 27, comprising B-cyclodextrin.
29. The hair-color removing composition of any one of claims 25 to 28, wherein the total amount of cyclodextrin compounds ranges from about 0.1% to about 20% by weight, relative to the total weight of the composition.
30. A hair-color removing composition comprising: a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, or combinations of two or more thereof; b) at least one amine compound, preferably chosen from alkanolamines, more preferably monoethanolamine; and c) water, wherein the pH of the composition ranges from about 1 to about 6.
31 . The hair-color removing composition of claim 30, wherein the total amount of reducing agents ranges from about 1 % to about 20% by weight, relative to the total weight of the composition.
32. The hair-color removing composition of claim 30 or claim 31 , wherein the reducing agent comprises a-ketoglutaric acid, and optionally further comprises at least one additional reducing agent chosen from glutaric acid compounds other than a- ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, and/or glycolic acid.
33. The hair-color removing composition of any one of claims 30 to 32, wherein the total amount of amine compounds ranges from about 1 % to about 15% by weight, relative to the total weight of the composition.
34. A hair-color removing composition comprising: a) at least one reducing agent chosen from glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, citric acid, or combinations of two or more thereof; b) at least one amino acid; c) at least one amine compound, preferably chosen from alkanolamines, more preferably monoethanolamine; and d) water, wherein the pH of the composition ranges from about 1 to about 6.
35. The hair-color removing composition of claim 34, wherein the total amount of reducing agents ranges from about 1 % to about 20% by weight, relative to the total weight of the composition.
36. The hair-color removing composition of claim 34 or claim 35, wherein the reducing agent comprises a-ketoglutaric acid, and optionally further comprises at least one additional reducing agent chosen from glutaric acid compounds other than a- ketoglutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
37. The hair-color removing composition of any one of claims 34 to 36, wherein the total amount of amino acids ranges from about 0.1 % to about 10% by weight, relative to the total weight of the composition.
38. The hair-color removing composition of any one of claims 34 to 37, comprising at least one amino acid chosen from arginine, glycine, betaine, proline, or combinations of two or more thereof.
39. The hair-color removing composition of any one of claims 34 to 38, wherein the total amount of alkanolamines ranges from about 1% to about 15% by weight, relative to the total weight of the composition.
40. The hair-color removing composition of any one of claims 30 to 39, wherein the composition is free of reducing agents other than glutaric acid, glyoxylic acid, thiolactic acid, thioglycolic acid, glycolic acid, and/or citric acid.
41 . The hair-color removing composition of any one of claims 21 to 40, further comprising at least one surfactant chosen from anionic surfactants, non-ionic surfactants, amphoteric/zwitterionic surfactants; at least one thickening agent; fatty compounds; carboxylic acids or salts thereof; or combinations of two or more thereof.
42. A method for removing color from hair, the method comprising: i. applying to the hair a hair-color removing composition according to any one of claims 1 to 41 , and
II. rinsing the hair.
43. The method according to claim 42, wherein the composition is left on the hair after step (i) for a leave-in period of time up to about 2 hours, preferably ranging from about 1 minute to about 1 hour, more preferably from about 5 minutes to about 45 minutes, most preferably from about 5 minutes to about 30 minutes, before step (ii)
44. The method according to claim 42 or claim 43, wherein the hair to which the hair-color removing composition is applied comprises at least one oxidative dye.
Applications Claiming Priority (16)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US18/084,403 US20240197591A1 (en) | 2022-12-19 | 2022-12-19 | Compositions and methods for removing color from hair |
US18/084,404 US20240197592A1 (en) | 2022-12-19 | 2022-12-19 | Compositions and methods for removing color from hair |
US18/084,396 US20240197586A1 (en) | 2022-12-19 | 2022-12-19 | Compositions and methods for removing color from hair |
US18/084,396 | 2022-12-19 | ||
US18/084,402 US20240197599A1 (en) | 2022-12-19 | 2022-12-19 | Compositions and methods for removing color from hair |
US18/084,402 | 2022-12-19 | ||
US18/084,404 | 2022-12-19 | ||
US18/084,403 | 2022-12-19 | ||
FRFR2301063 | 2023-02-06 | ||
FR2301063A FR3145480A1 (en) | 2023-02-06 | 2023-02-06 | COMPOSITIONS AND METHODS FOR REMOVING COLOR FROM HAIR |
FR2302090A FR3146401A1 (en) | 2023-03-07 | 2023-03-07 | COMPOSITIONS AND METHODS FOR REMOVING COLOR FROM HAIR |
FRFR2302090 | 2023-03-07 | ||
FRFR2302119 | 2023-03-08 | ||
FR2302119A FR3146404A1 (en) | 2023-03-08 | 2023-03-08 | COMPOSITIONS AND METHODS FOR REMOVING COLOR FROM HAIR |
FR2302614A FR3146804A1 (en) | 2023-03-21 | 2023-03-21 | COMPOSITIONS AND METHODS FOR REMOVING COLOR FROM HAIR |
FRFR2302614 | 2023-03-21 |
Publications (1)
Publication Number | Publication Date |
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WO2024137598A1 true WO2024137598A1 (en) | 2024-06-27 |
Family
ID=89723295
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2023/084777 WO2024137598A1 (en) | 2022-12-19 | 2023-12-19 | Compositions and methods for removing color from hair |
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WO (1) | WO2024137598A1 (en) |
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