CN108463207B

CN108463207B - Composition for treating hair

Info

Publication number: CN108463207B
Application number: CN201680079110.9A
Authority: CN
Inventors: K·C·德勒埃; G·普罗沃; D·丹尼尔斯基; F·P·波林奴; C·R·F·高哥特; A·波坦; A·陈; M·德乔治; M·阿普尔鲍姆; M·A·苏莱曼; A·A·菲加特纳; M·波克尔; E·阿皮亚-岩普沙
Original assignee: LOreal SA
Current assignee: LOreal SA
Priority date: 2015-11-24
Filing date: 2016-11-24
Publication date: 2022-05-10
Anticipated expiration: 2036-11-24
Also published as: WO2017091800A1; EP3380063A4; JP2018535269A; BR112018010357A2; BR112018010357B1; EP3380063A1; JP6882315B2; CN108463207A

Abstract

The present disclosure relates to compositions for treating keratinous substrates such as hair comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and systems and methods for treating keratinous substrates with the compositions.

Description

Composition for treating hair

Technical Field

The present disclosure relates to compositions for treating keratinous substrates such as hair.

Background

It is well known that consumers need to use cosmetic and care compositions that enhance the appearance of keratinous substrates, such as hair, for example by changing the color, style and/or shape of the hair and/or by imparting various characteristics to the hair, such as shine and conditioning. Many known compositions and methods for enhancing the appearance of hair involve chemical treatment of the hair.

Methods of changing the color of hair, for example, may involve depositing artificial pigments on the hair that give the hair a different shade or color, and/or enhancing the color of the hair, for example, enhancing the color of dark hair to a lighter shade. Methods of enhancing hair color (also known as lightening) typically require the use of compositions comprising at least one oxidizing agent.

Lightening or enhancing hair color is generally evaluated by the change in shade height before and after application of the hair color-altering composition to the hair. The change corresponds to the degree or level of lightening or lifting. The concept of "hue" is based on the classification of natural hues, one hue separating each hue from the immediately following or preceding hue, as is well known to those skilled in the art of hair styling. The hue height or level ranges from 1 (black) to 10 (light gold), one unit for each hue; thus, the higher the number, the brighter or more elevated the chromaticity.

Typically, hair lightening or color enhancing compositions and hair coloring compositions are alkaline, so that these compositions have a pH above 7, typically a pH above 9, and may typically require the presence of sufficient amounts of alkalizing agents, such as ammonia or ammonia gas generating compounds and/or amines or ammonium based compounds, to render the compositions alkaline. The alkalizing agent causes the hair shaft to swell, allowing small oxidative dye molecules to penetrate the epidermis and cortex before the oxidative condensation process is completed. The larger size colored compounds resulting from the oxidation reaction are then trapped inside the hair fibers, thereby permanently changing the hair color.

In addition, there are many techniques and compositions for styling or altering the shape of hair. For example, hair care products known as "hair softeners" (or "hair straighteners") can soften or straighten curly or curved hair, including wavy hair. Straightening or softening the volume of very curly hair may enhance the manageability and ease of styling of the hair. The long lasting hair curling composition will impart a curl or wave to the otherwise straight hair. To modify the shape of the hair and make it easier to manage, different types of compositions can be applied to the hair, for example alkaline and acidic compositions. Hair softeners, straighteners, perms (perms) and/or curlers (waves) can be applied by professionals in the salon or by individual consumers at home.

While hair coloring or color enhancing compositions are effective in altering the color of hair, and softening, straightening, perming, and curling compositions are effective in altering the shape of hair, these chemical treatments can damage the hair fibers and/or irritate the scalp. Therefore, in order to reduce or avoid the above-mentioned disadvantages, and to improve the cosmetic properties of the compositions, the use of new additional components and new combinations of ingredients is constantly being sought.

However, the choice of components or ingredient combinations can be difficult because they cannot be detrimental to other cosmetic attributes, such as ease and uniformity of application, rheological or viscosity properties and stability of the composition, color deposition and target shade formation, and/or cannot produce further disadvantages, such as increased damage to the hair or a more unhealthy look. Accordingly, it would be desirable to provide such compositions and methods to consumers: it can treat hair in an efficient manner, for example, to enhance the color of the hair and/or deposit color on the hair, while imparting other cosmetic benefits to the hair, such as shine, conditioning, fiber strength, and/or healthy appearance, but avoiding or minimizing damage to the hair.

Furthermore, natural as well as sensitized or chemically treated hair may contain several negatively charged moieties, such as carboxylate (resulting from the hydrolysis of amino acids and thioester bonds) and/or sulfonate (resulting from the oxidation of disulfide bonds). These negatively charged moieties can impair the cosmetic properties of the hair.

Furthermore, when hair is chemically treated or damaged, the disulfide bonds (disulfide linkages between two cysteine units) in the hair may be reduced or broken, resulting in the formation of thiol groups and/or cysteic acid. Cysteine bridges or disulfide bonds are the strongest bonds present in the internal network of hair and play a key role in hair strength. Cosmetic treatments, such as bleaching, straightening or permanent waving, can alter these bonds permanently, resulting in the formation of cysteamine acid. Thus, an increase in the amount of cysteamine in the hair indicates damage to the hair.

It is therefore an object of the present disclosure to provide novel compositions that can provide benefits such as strengthening hair fibers, protecting hair fibers from damage or further damage, enhanced properties such as softness, shine, conditioning, healthy appearance, while at the same time providing desirable effects such as coloring, lightening, straightening, softening and/or styling.

Disclosure of Invention

The present disclosure relates to compositions and systems for treating keratin substrates, such as hair, and methods of treating keratin substrates with the compositions and systems disclosed herein.

According to various embodiments, the present disclosure relates to hair treatment compositions comprising 2- (2-aminoethoxy) ethanol (2-2AEE) and at least one carboxylic acid. The treatment composition may optionally be used in combination with a chemical treatment agent, such as a composition or agent for altering the color or shape of hair, including a hair coloring composition or a hair lightening composition, or a hair styling composition for straightening, softening and/or permanent waving; or may be used with compositions for treating hair that are not color-altering or shape-altering compositions. The treatment composition may also optionally be applied directly to the hair, and/or may be mixed with water or other solvent or composition and applied to the hair.

The present disclosure also relates to hair conditioning compositions comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid. In further embodiments, the present disclosure relates to hair treatment systems comprising the treatment compositions and conditioning compositions of the present disclosure, and the use of such systems in combination with compositions for altering the color and/or shape of hair.

An exemplary method comprises applying the treatment composition of the present disclosure to the hair before, during, and/or after applying the color-changing composition to the hair. Another exemplary method comprises applying the conditioning composition of the present disclosure to the hair after applying the treatment composition. The methods of the present disclosure may provide cosmetic advantages to colored hair, such as shine, conditioning, fiber strength, and/or a healthy appearance, and/or avoid or minimize damage to hair that may otherwise occur by methods that alter hair color through coloring, lightening, or other chemical processes.

Further exemplary methods comprise applying the treatment compositions of the present disclosure to the hair before, during, and/or after applying the hair styling composition to the hair. The methods of the present disclosure can provide cosmetic advantages to the styled hair, such as shine, conditioning, fiber strength, and/or healthy appearance, and minimize damage to the hair that might otherwise occur by methods that alter the hair through styling or other chemical processes.

Further exemplary methods comprise applying the treatment compositions of the present disclosure to the hair before, during, and/or after applying a composition that is not a color-changing or shape-changing composition to the hair. Additional exemplary methods include applying the treatment compositions of the present disclosure to the hair before, during, and/or after applying water or other solvent to the hair. The methods of the present disclosure can provide cosmetic advantages to the styled hair, such as shine, conditioning, fiber strength, and/or healthy appearance, and minimize damage to the hair that might otherwise occur by methods that alter the hair through coloring, lightening, or other chemical processes.

According to various embodiments, an exemplary hair treatment system comprises: a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and optionally a composition or agent for altering the color or shape of hair. In some embodiments, the at least one carboxylic acid in the treatment composition and the conditioning composition of the system is the same. In other embodiments, at least one carboxylic acid in the treatment composition and the conditioning composition of the system is different. Additional embodiments of the hair treatment system comprise: a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid selected from the group consisting of oxalic acid, malic acid, and combinations thereof; a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and optionally, a composition or agent for altering the color or shape of hair. Additional embodiments of the hair treatment system comprise: a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid selected from the group consisting of oxalic acid, malic acid, and combinations thereof; a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and optionally, a composition or agent for altering the color or shape of hair.

According to various embodiments, a kit for treating hair may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid.

In further embodiments, a kit for treating hair or for changing the color of hair may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid, and optionally a composition or agent for altering the colour of hair; and a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid. In further embodiments, a kit for treating hair or altering hair color may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and one or more additional compartments containing one or more agents or compositions for altering the color of hair.

In further embodiments, a kit for treating hair or for altering the shape of hair may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid, and optionally a composition or agent for altering the shape of hair; and a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid. In further embodiments, a kit for treating hair or altering hair shape may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and one or more additional compartments containing one or more agents or compositions for altering the shape of hair.

In further embodiments, a kit for treating hair or for altering the color or shape of hair may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid selected from oxalic acid, malic acid, and combinations thereof, and optionally a composition or agent for altering the color or shape of hair; and a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid. In further embodiments, a kit for treating hair or altering hair color or shape may comprise: a first compartment comprising a treatment composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid selected from the group consisting of oxalic acid, malic acid, and combinations thereof; a second compartment comprising a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid; and one or more additional compartments containing one or more agents or compositions for altering the color or shape of hair.

Brief description of the drawings

The present disclosure and what is claimed may be better understood from the following detailed description taken alone or in conjunction with the accompanying drawings. The accompanying drawings are included to provide a further understanding, and are incorporated in and constitute a part of this specification. The drawings illustrate one or more exemplary embodiments of the disclosure and, together with the description, serve to explain various principles and operations.

Fig. 1-5 show sensory data comparing the intensity and tactile texture of hair samples treated with a bleach composition comprising a hair treatment composition of embodiments of the present disclosure comprising 2- (2-aminoethoxy) ethanol (2-2AEE) and a carboxylic acid relative to hair samples treated with 2-2AEE alone, pH adjusted 2-2AEE, carboxylic acid alone, and pH adjusted carboxylic acid, where baseline (0) is a standard hair bleach formulation without additives.

Figure 1 shows a sensory comparison of 2-2AEE and citric acid.

Figure 2 shows a sensory comparison of 2-2AEE and malonic acid.

Figure 3 shows a sensory comparison of 2-2AEE and malic acid.

Figure 4 shows the sensory comparison of 2-2AEE and maleic acid.

FIG. 5 shows a sensory comparison of 2-2AEE and oxalic acid.

Detailed Description

Except in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients and/or reaction conditions are to be understood as being modified in all instances by the term "about", which can encompass 10%, ± 8%, ± 6%, ± 5%, ± 4%, ± 3%, ± 2%, ± 1% or ± 0.5%.

All numbers expressing pH values are to be understood as being modified in all instances by the term "about", which encompasses up to ± 3%.

As used herein, "at least one" means one or more, and thus includes individual components as well as mixtures/combinations.

As used herein, a "chemical treatment" composition may include any composition used to chemically treat hair, such as, by way of non-limiting example, permanent waving, softening, straightening, oxidation dyeing, coloring, and lightening (e.g., bleaching, lightening) hair. The terms "chemical treatment composition", "color-changing composition" and "shape-changing composition" and variations thereof may be used interchangeably herein without limitation.

As used herein, "system" means a treatment composition comprising the present disclosure and a conditioning composition of the present disclosure.

The term "change color" or "color-change" as used herein may refer to a color that enhances or lightens hair. It may also refer to coloring hair or depositing color on hair. In some cases, it refers to raising or lightening the color of hair and depositing color on hair in one treatment.

The term "intensity" as used herein may refer to the intensity of the hair fiber in terms of: the ease of breaking hair fibers, or the amount of force or force required to break the fibers when the fibers are subjected to a pulling, stretching, combing, or brushing action.

The term "protection" as used herein may refer to preventing, minimizing or reducing damage or further damage to hair.

As used herein, "hydrocarbon" includes alkanes, alkenes, and alkynes, wherein the alkanes comprise at least one carbon, and the alkenes and alkynes each comprise at least two carbons; further wherein the hydrocarbon may be selected from the group consisting of straight chain hydrocarbons, branched chain hydrocarbons, and cyclic hydrocarbons; further wherein the hydrocarbon may be optionally substituted; and further wherein the hydrocarbon may optionally further comprise at least one heteroatom inserted in the hydrocarbon chain.

As used herein, "substituted" means containing at least one substituent. Non-limiting examples of the substituent include atoms such as an oxygen atom and a nitrogen atom, and functional groups such as a hydroxyl group, an ether group, an alkoxy group, an acyloxyalkyl group, an oxyalkylene group, a polyoxyalkylene group, a carboxylic acid group, an amine group, an amido group, a halogen-containing group, an ester group, a thiol group, a sulfonate group, a thiosulfate group, a siloxane group, and a polysiloxane group. The substituents may be further substituted.

"Polymer" as defined herein includes homopolymers and copolymers formed from at least two different types of monomers.

In the meaning of the present patent application, "(meth) acrylic acid" as used herein is understood to mean "acrylic acid or methacrylic acid".

The term "neutralization" as used herein means the use of H from a carboxylic acid⁺(proton) protonation of 2- (2-aminoethoxy) ethanol.

The term "substantially free of (components)" as defined herein means that the system or composition does not contain a measurable amount of the component, e.g., no more than about 1 wt.%, no more than about 0.5 wt.%, or no more than about 0.3 wt.%, e.g., no more than about 0.1 wt.%, based on the weight of the composition.

The term "free" or "completely free" as defined herein means that the composition does not contain any of the recited components to any extent measurable by standard means.

As used herein, a carboxylic acid is described as being present in a composition regardless of whether the carboxylic acid is present in the acid form or whether the acid dissociates or forms a salt thereof, e.g., by mixing with a solution or other formulation. Thus, if a composition (e.g., a treatment composition, conditioning composition, or a composition for altering the color or shape of hair) is described herein as comprising an acid or comprising an amount of an acid, but the acid is dissociated or forms a salt in the composition, the description is intended to refer to the acid or amount thereof that is present prior to dissociating or forming the salt. By way of example only, if a treatment composition comprising 2- (2-aminoethoxy) ethanol and malic acid is mixed with a liquid hair bleach composition, and in the hair bleach composition the malic acid forms a salt of malic acid, such that no or substantially no malic acid is present in the mixture, any reference to a hair bleach composition comprising malic acid or a specific amount of malic acid is intended to refer to the malic acid or the amount thereof present in the treatment composition prior to mixing with the hair bleach composition.

Treatment composition

As described herein, the present disclosure relates to treatment compositions comprising 2- (2-aminoethoxy) ethanol (2-2AEE) and at least one carboxylic acid. The treatment composition may also comprise additional components, such as solvents. In various embodiments, the treatment composition consists essentially of 2-2AEE, one or more carboxylic acids, and one or more solvents. In other embodiments, the treatment composition consists essentially of 2-2AEE, one or more carboxylic acids, one or more solvents, and one or more colorants. In another embodiment, the treatment composition consists of 2-2AEE, one or more carboxylic acids, and one or more solvents. In another embodiment, the treatment composition consists of 2-2AEE, one or more carboxylic acids, one or more solvents, and one or more colorants.

2- (2-Aminoethoxy) ethanol

2- (2-aminoethoxy) ethanol (2-2AEE) may be present in the treatment composition in an amount such that: up to about 20 wt%, such as up to about 19 wt%, up to about 18 wt%, up to about 17 wt%, up to about 16 wt%, up to about 15 wt%, up to about 14 wt%, up to about 13 wt%, up to about 12 wt%, up to about 11 wt%, up to about 10 wt%, up to about 9 wt%, up to about 8 wt%, up to about 7 wt%, up to about 6 wt%, up to about 5 wt%, up to about 4 wt%, up to about 3 wt%, up to about 2 wt%, up to about 1 wt%, up to about 0.5 wt%, or up to about 0.1 wt%, based on the weight of the treatment composition. By way of non-limiting example only, the 2- (2-aminoethoxy) ethanol may be present in an amount such that: from about 0.0001 wt% to about 20 wt%, for example from about 0.001 wt% to about 15 wt%, from about 5 wt% to about 15 wt% of a 2-2AEE, for example from about 6 wt% to about 13 wt%, from about 7 wt% to about 12 wt%, from about 8 wt% to about 11 wt%, or from about 9 wt% to about 10 wt% of a 2-2AEE, based on the weight of the treatment composition.

Carboxylic acids

The treatment composition according to the present disclosure may comprise at least one carboxylic acid. Useful carboxylic acids according to the present disclosure include organic compounds comprising, for example, one, two, three or more carboxylic acid functional groups (COOH) and at least one carbon atom.

In certain exemplary and non-limiting embodiments, the at least one carboxylic acid may be selected from saturated or unsaturated, substituted or unsubstituted dicarboxylic acids, salts thereof, and mixtures thereof. As a non-limiting example, the at least one carboxylic acid may be selected from dicarboxylic acids of the formula:

XO₂C-R-CO₂X'

wherein:

r is a cyclic or acyclic, saturated or unsaturated, linear or branched C₁-C₁₀₀A hydrocarbon moiety comprising from 0 to 30 double and/or triple bonds and/or from 0 to 10 rings, and optionally interrupted by from 1 to 30 heteroatoms selected from O, N and S, and optionally substituted with from 1 to 30 substituents selected from: hydrogen atom, hydroxyl (-OH) moiety, amino (-NH)₂) Moiety (C)₁-C₃₀) Alkylamino moiety, poly (C)₁-C₃₀) Alkylamino moiety, hydroxy (C)₁-C₃₀) Alkylamino moiety, polyhydroxy (C)₁-C₃₀) Alkylamino moiety, C₆-C₃₀An aryl moiety, and in some embodiments, -R may be omitted,

x and X' independently represent a hydrogen atom, an ammonium ion, an ion of an alkali metal (such as Li, Na, K) or alkaline earth metal (such as Be, Mg, Ca) or an ion derived from an organic amine, such as an alkylamine.

It is understood that, for the purposes of the present application, the expression cyclic hydrocarbon moiety is understood to mean a hydrocarbon moiety consisting of or comprising one or more rings, said rings being pendant or on the main chain, said rings being saturated or unsaturated and possibly being substituted by one or more C₁-C₃₀Alkyl or alkenyl or hydroxy or amino moieties.

By way of non-limiting example only, useful carboxylic acids may include oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, maleic acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof. In at least one embodiment, the treatment composition comprises at least one carboxylic acid selected from oxalic acid and malic acid and optionally at least one additional carboxylic acid. In further embodiments, the treatment composition comprises at least one carboxylic acid other than maleic acid. In further embodiments, the treatment composition is free or substantially free of maleic acid.

The at least one carboxylic acid may be present in the treatment composition in an amount such that: up to about 50%, such as up to about 45%, up to about 40%, up to about 35%, up to about 30%, up to about 29%, up to about 28%, up to about 27%, up to about 26%, up to about 25%, up to about 24%, up to about 23%, up to about 22%, up to about 21%, up to about 20%, up to about 19%, up to about 18%, up to about 17%, up to about 16%, up to about 15%, up to about 14%, up to about 13%, up to about 12%, up to about 11%, up to about 10%, up to about 9%, up to about 8%, up to about 7%, up to about 6%, by weight, Up to about 5 wt%, up to about 4 wt%, up to about 3 wt%, up to about 2 wt%, up to about 1 wt%, up to about 0.5 wt%, or up to about 0.1 wt%, based on the weight of the treatment composition. By way of non-limiting example only, the at least one carboxylic acid may be present in an amount such that: from about 0.01 wt% to about 30 wt%, for example from about 0.1 wt% to about 25 wt%, from about 1 wt% to about 20 wt%, from about 3 wt% to about 15 wt%, from about 5 wt% to about 14 wt%, or from about 10 wt% to about 14 wt%, based on the weight of the treatment composition. In an exemplary embodiment, the at least one carboxylic acid may be present in an amount of: from about 4 wt% to about 25 wt%, for example from about 4 wt% to about 10 wt%, from about 5 wt% to about 8 wt%, or from about 6 wt% to about 7 wt%, based on the weight of the treatment composition. In an alternative embodiment, the at least one carboxylic acid may be present in an amount such that: from about 20 wt% to about 30 wt%, for example from about 22 wt% to about 28 wt%, from about 24 wt% to about 26 wt%, or from about 24.5 wt% to about 25.5 wt%. For example, the at least one carboxylic acid may be present in an amount such that: about 5 wt% to about 15 wt%, about 8 wt% to about 13 wt%, such as about 8 wt% to about 11 wt%, about 8 wt% to about 10 wt%, about 9 wt% to about 13 wt%, about 9 wt% to about 12 wt%, about 9 wt% to about 11 wt%, about 10 wt% to about 13 wt%, about 10 wt% to about 12 wt%, about 10 wt% to about 11 wt%, about 11 wt% to about 14 wt%, about 11 wt% to about 13 wt%, about 12 wt% to about 13 wt%, about 20 wt% to about 25 wt%, about 21 wt% to about 24 wt%, about 22 wt% to about 23 wt%, such as about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, about 10 wt%, about 11 wt%, about 12 wt%, about 13 wt%, about 14 wt%, about 15 wt%, about 16 wt%, about 17 wt%, about 18 wt%, about 19 wt%, about 12 wt%, about 13 wt%, about 14 wt%, about 15 wt%, about 16 wt%, about 17 wt%, about 18 wt%, about 19 wt%, or about 11 wt%, or about 10 wt% About 20 wt.%, about 21 wt.%, about 22 wt.%, about 23 wt.%, about 24 wt.%, about 25 wt.%, about 26 wt.%, about 27 wt.%, about 28 wt.%, about 29 wt.%, or about 30 wt.%, based on the weight of the treatment composition. It will be understood that when more than one carboxylic acid is present, the total amount of carboxylic acid may be present in these amounts.

Solvent(s)

The treatment composition may further comprise at least one solvent. In various exemplary and non-limiting embodiments, the solvent may be selected from the group consisting of a cosmetically acceptable solvent selected from water, at least one cosmetically acceptable organic solvent, and mixtures thereof.

The organic solvent may be a volatile or non-volatile compound. As examples of organic solvents, non-limiting examples include monohydric and polyhydric alcohols: such as ethanol, isopropanol, propanol, benzyl alcohol and phenethyl alcohol; or ethylene glycol or glycol ethers, for example, the monomethyl, monoethyl, monobutyl ethers of ethylene glycol, propylene glycol or ethers thereof, such as the monomethyl ether of propylene glycol, butylene glycol, hexylene glycol, dipropylene glycol, and alkyl ethers of diethylene glycol, for example the monoethyl or monobutyl ether of diethylene glycol.

Other suitable examples of organic solvents are ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, propylene glycol and glycerol.

Cosmetically acceptable solvents may be included in the following amounts: up to about 95 wt%, such as up to about 90 wt%, up to about 85 wt%, up to about 80 wt%, up to about 75 wt%, up to about 70 wt%, up to about 65 wt%, up to about 60 wt%, up to about 55 wt%, or up to about 50 wt%, based on the weight of the treatment composition. For example, the cosmetically acceptable solvent may be from about 65 wt.% to about 95 wt.%, from about 70 wt.% to about 90 wt.%, or from about 80 wt.% to about 85 wt.%, or from about 5 wt.% to about 20 wt.%, based on the weight of the treatment composition.

Optionally, additional components may be present in the treatment composition. By way of example only, the treatment composition may comprise colorants (including but not limited to long-lasting, semi-long-lasting, or sub-long-lasting hair colorants), pH adjusters, emulsifiers, thickeners and rheology modifiers, cationic polymers, wetting agents and humectants, chelating agents such as glycine, emulsifiers, fillers, structuring agents (structuring agents), propellants, anionic surfactants, cationic surfactants, amphoteric surfactants, shine agents (shine agents), conditioning agents, and enhancers.

The pH of the treatment composition may range up to about 7, for example from about 1 to about 6, from about 1 to about 4, for example from about 2 to about 4, from about 2.5 to about 3.5, or from about 2 to about 3.

In various embodiments, the treatment composition may be applied to the hair within about 24 hours, e.g., less than 24 hours or less than 12 hours, before or after the composition for altering the color or shape of the hair. In at least certain exemplary embodiments, the treatment composition may be applied to the hair within hours or minutes, before or after the color-or shape-changing composition. For example, the treatment composition may be applied by: is applied within about 1 hour to about 6 hours before or after the color-or shape-altering composition, or may be applied up to about 60 minutes, such as up to about 30 minutes, up to about 20 minutes, up to about 10 minutes, up to about 5 minutes, up to about 2 minutes, or up to about 1 minute before or after the color-or shape-altering composition.

In further embodiments, the treatment composition may be applied to the hair simultaneously or substantially simultaneously with the color-altering or shape-altering composition. For example, the treatment composition may be mixed with the color-changing or shape-changing composition, or the treatment composition may be applied simultaneously with the color-changing or shape-changing composition. In various exemplary embodiments of mixing the treatment composition with the color-altering or shape-altering composition, the pH of the resulting mixture may be, for example, from about 7 to about 12, such as from about 8 to about 11, from about 9 to about 11, or from about 10 to about 11.

In further embodiments, the treatment composition may be applied to the hair within about 24 hours, e.g., less than 24 hours or less than 12 hours, before or after a composition that is not a composition for altering the color or shape of the hair. In at least certain exemplary embodiments, the treatment composition may be applied to the hair within hours or minutes before or after the composition that is not the composition for changing the color or shape of the hair. For example, the treatment composition may be applied by: applied within about 1 hour to about 6 hours before or after a composition other than a composition for altering hair color or shape, or applied up to about 60 minutes, such as up to about 30 minutes, up to about 20 minutes, up to about 10 minutes, up to about 5 minutes, up to about 2 minutes, or up to about 1 minute before or after a composition other than a composition for altering hair color or shape.

In further embodiments, the treatment composition may be applied to the hair simultaneously or substantially simultaneously with a hair composition that is not a color-changing or shape-changing composition. For example, the treatment composition may be applied by: applied in admixture with a composition other than one used to alter the color or shape of hair, or may be applied simultaneously with a composition used to treat hair.

In yet another embodiment, the treatment composition may be mixed with water and applied to the hair.

The treatment composition may be left on the hair for a period of time of up to 1 hour, for example, from about 3 minutes to about 45 minutes, from about 5 minutes to about 30 minutes, or from about 10 minutes to about 20 minutes. In further embodiments, the treatment composition may be left on the hair for a period of time up to about 30 minutes, for example from about 1 to about 30 minutes, from about 1 to about 10 minutes, or from about 1 to about 5 minutes.

Exemplary embodiments and amounts of Components

According to various embodiments, the treatment composition may comprise 2-2AEE and a carboxylic acid combination. As non-limiting examples, the treatment composition may comprise 2-2AEE and a combination of two carboxylic acids, such as malonic acid and citric acid, malonic acid and oxalic acid, malonic acid and maleic acid, malonic acid and malic acid, citric acid and oxalic acid, citric acid and maleic acid, citric acid and malic acid, oxalic acid and maleic acid, oxalic acid and malic acid, maleic acid and malic acid, and the like. In other embodiments, the treatment composition may comprise a combination of 2-2AEE and three or more carboxylic acids.

In some embodiments, the treatment composition may comprise 2-2AEE and one or more saturated carboxylic acids, and may be free or substantially free of unsaturated carboxylic acids. In further embodiments, the treatment composition may comprise 2-2AEE and one or more unsaturated carboxylic acids, and is free or substantially free of saturated carboxylic acids. In other embodiments, the treatment composition can comprise 2-2AEE and saturated carboxylic acids (e.g., oxalic acid, malonic acid, glutaric acid, succinic acid, adipic acid, glycolic acid, citric acid, tartaric acid, malic acid, sebacic acid, glyoxylic acid monohydrate) and unsaturated carboxylic acids (maleic acid, fumaric acid, benzoic acid, citraconic acid).

In some embodiments, the treatment composition may comprise from about 5 wt% to about 15 wt% of 2-2AEE, for example, from about 6 wt% to about 13 wt%, from about 7 wt% to about 12 wt%, from about 8 wt% to about 11 wt%, or from about 9 wt% to about 10 wt% of 2-2 AEE. In various embodiments, the treatment composition may comprise from about 20% to about 30% by weight oxalic or malic acid, for example from about 21% to about 29%, from about 22% to about 28%, from about 23% to about 27%, from about 24% to about 26%, or about 25% by weight oxalic or malic acid.

In various embodiments, the treatment composition may comprise from about 9 wt.% to about 12 wt.%, such as from about 9 wt.% to about 10 wt.% 2-2AEE, and from about 23 wt.% to about 25.5 wt.%, such as from about 24 wt.% to about 25 wt.% malic acid. In further embodiments, the treatment composition may comprise from about 9% to about 12%, for example from about 9% to about 10%, by weight of 2-2AEE, and from about 5% to about 8%, for example from about 6% to about 7%, by weight of oxalic acid.

According to certain embodiments, the total amount of 2-2AEE and carboxylic acid present in the treatment composition may be up to about 40 wt.%, such as up to about 35 wt.%, for example from about 15 wt.% to about 35 wt.%, from about 16 wt.% to about 33 wt.%, from about 17 wt.% to about 31 wt.%, or from about 18 wt.% to about 30 wt.%, based on the weight of the treatment composition.

Without intending to limit the present disclosure, in various embodiments, it may be advantageous to select an amount of 2-2AEE, at least one carboxylic acid, solvent, and/or optionally any additional components, or the ratio of components to one another, in the treatment composition to provide or enhance the synergistic effect of the combination thereof.

Color-changing composition

The color-changing composition may be applied to the hair before, after, or simultaneously with the application of the treatment composition. In various exemplary embodiments, the color-changing composition may comprise an agent for bleaching hair. For example, the color-changing composition may be formed by combining, in a cosmetically acceptable carrier, a bleach composition comprising at least one oxidizing agent selected from the group consisting of persulfates, perborates, percarbonates, peracids, bromates, their salts, and mixtures thereof, with a developer composition comprising hydrogen peroxide. In other embodiments, the oxidizing agent and the color developer may be separate. In further embodiments, the color-changing composition may comprise at least one coloring compound selected from the group consisting of oxidative dye precursors, direct dyes, pigments, and mixtures thereof.

Bleaching agent

According to various embodiments, the color-changing composition may comprise, in a cosmetically acceptable carrier, at least one oxidizing agent selected from the group consisting of: peroxides, persulfates, perborates, percarbonates, peracids, bromates, salts thereof, and mixtures thereof. The at least one oxidizing agent optionally may be water soluble.

Optional peroxides useful herein include, for example, hydrogen peroxide, magnesium peroxide, PVP-peroxide, calcium peroxide, and sodium peroxide.

Exemplary and non-limiting persulfates include potassium persulfate, sodium persulfate, and ammonium persulfate. In various embodiments, exemplary oxidizing agents may be selected from sodium borate and sodium percarbonate. In further embodiments, exemplary peracids may be selected from organic peracids having the general formula (I):

R-C(O)OOH (I)

wherein, in formula (I), R is selected from saturated or unsaturated, substituted or unsubstituted, linear or branched alkyl, aryl or alkylaryl groups having from 1 to 22 carbon atoms. In at least some exemplary embodiments, a mixture of two or more oxidizing agents selected from persulfates, perborates, percarbonates, peracids, bromates, and salts thereof may be selected.

In various embodiments, the at least one bleaching agent is selected from alkali metal salts, such as ammonium, sodium and potassium salts, of perborate, percarbonate, bromate and persulfate.

Bleaching agent composition

When the color-changing composition comprises a separate bleach composition and developer composition, the bleach composition may comprise at least one oxidizing agent selected from the group consisting of: such as those persulfates, perborates, percarbonates, peracids, bromates, salts thereof, and mixtures thereof, as described above. In various embodiments, the at least one oxidizing agent is selected from alkali metal salts, such as ammonium, sodium, and potassium salts, of perborate, percarbonate, bromate, and persulfate. The bleach composition optionally may further comprise a cosmetically acceptable carrier.

According to various embodiments of the present disclosure, the at least one oxidizing agent of the bleach composition is used in an amount sufficient to lighten or "bleach" the hair. Merely by way of example, the at least one oxidizing agent in the bleach composition may be present in an amount ranging from about 10 wt% to about 100 wt%, such as from about 20 wt% to about 90 wt%, from about 30 wt% to about 80 wt%, or from about 40 wt% to about 75 wt%, based on the total weight of the bleach composition. In further embodiments, the at least one oxidizing agent in the bleach composition may be present in an amount ranging from about 5 wt.% to about 50 wt.%, such as from about 10 wt.% to about 45 wt.%, or from about 15 wt.% to about 40 wt.%. In an exemplary embodiment, the at least one oxidizing agent in the bleach composition may be present in an amount of at least 40 wt%, based on the total weight of the bleach composition.

The bleach composition may be in any form, for example in the form of a powder, gel, liquid, foam, lotion, cream, mousse and emulsion.

In various exemplary embodiments, the bleach composition may be anhydrous. Optionally, water may be added as an activator by mixing with the bleaching composition.

The bleach composition of the present invention may also comprise acidic and basic pH adjusting agents, which are well known in the field of cosmetic treatment of keratin fibres such as hair. Such pH adjusting agents include, but are not limited to, sodium metasilicate, silicate compounds, citric acid, ascorbic acid, and carbonate compounds.

In various embodiments, the pH adjuster can be present in the bleach composition in an amount effective to provide the color-changing composition with a pH of from about 1 to about 7 when the bleach composition is combined with the developer composition. For example, in various embodiments, the amount of pH adjuster may be present in an amount of at least about 0.01%, such as at least about 0.1%, at least about 0.2%, or at least about 0.5%.

According to an exemplary embodiment, the bleach composition is alkaline, having a pH ranging from about 7,8, 9 or 10 to about 8, 9, 10 or 11. According to another exemplary embodiment, the pH of the bleach composition is above about 7.

When the bleach composition is in powder form, the pH can be measured in a 1% aqueous solution.

Optionally, colorants may also be present in the bleach compositions described herein. Useful colorants according to various embodiments of the present disclosure are those that are stable in bleach compositions and can additionally color and tint hair. Exemplary hair colorants include, but are not limited to, pigments, liposoluble dyes, direct dyes, pearlescent pigments, pearlescers, leuco dyes, optical lightening colorants, natural colorants, and optically variable pigments.

Developer composition

When the color-changing composition comprises a separate bleach composition and developer composition, the developer composition comprises hydrogen peroxide. The developer composition may also optionally include a cosmetically acceptable carrier.

In various exemplary embodiments, the hydrogen peroxide is present in an amount of at least about 1% by weight, based on the total weight of the developer composition. In further embodiments, the hydrogen peroxide is present in an amount ranging from about 0.1% to about 80% by weight, such as from about 1.0% to about 75% by weight, or from about 2% to about 10%, based on the total weight of the developer composition. In further exemplary embodiments, the amount of hydrogen peroxide present in the developer composition ranges from about 2% to about 25% by weight, such as from about 4% to about 20%, from about 6% to about 15%, or from about 7% to about 10% by weight.

The cosmetically acceptable carrier in the developer composition is present, for example, in an amount of from about 0.5% to about 99% by weight, such as from about 5% to about 95% by weight, relative to the total weight of the developer composition.

The pH of the developer composition may be from about 1 to about 5, for example from about 2 to about 4, and it may be adjusted to the desired value using pH adjusting agents well known in the field of cosmetic treatment of keratin fibres, including for example those described herein.

The developer composition may be in the form of a powder, gel, liquid, foam, lotion, cream, mousse, and emulsion.

According to various exemplary embodiments, the developer composition may be anhydrous. Optionally, water may be added as an activator by mixing with the developer composition.

In various embodiments, the developer composition may comprise additional components, for example, at least one auxiliary ingredient selected from: rheology modifiers, chelating agents, fatty substances, ceramides, alkoxyaminosilicones and silanes, and any other component known in the art to be useful in developer compositions.

In at least one exemplary embodiment, the bleach composition may be mixed with the developer composition to form a color-changing composition, which is then subsequently (e.g., within minutes) applied to the hair.

In one exemplary embodiment, the bleach composition and the developer composition may be combined in a ratio of from about 1:1 to about 1:5, for example from about 1:1 to about 1:2 or from about 1:2 to about 1:4, to form a lightening composition.

Coloring compound

As described herein, in various exemplary and non-limiting embodiments, the color-changing composition may optionally comprise at least one coloring compound selected from the group consisting of oxidation dyes, direct dyes, pigments, and mixtures thereof.

The oxidation dyes are generally chosen from one or more oxidation bases (oxidation bases) optionally combined with one or more couplers.

By way of example, the oxidation bases can be chosen from para-phenylenediamines, bis (phenyl) alkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases, and their addition salts.

Among the p-phenylenediamines, mention may be made, for example, of p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, 2, 3-dimethyl-p-phenylenediamine, 2, 6-diethyl-p-phenylenediamine, 2, 5-dimethyl-p-phenylenediamine, N-diethyl-p-phenylenediamine, N-dipropyl-p-phenylenediamine, 4-amino-N, N-diethyl-3-methylaniline, N-bis (. beta. -hydroxyethyl) -p-phenylenediamine, 4-N, N-bis (. beta. -hydroxyethyl) amino-2-methylaniline, 4-N, N-bis (. beta. -hydroxyethyl) amino-2-chloroaniline, 2-chloro-aniline, 2-chloro-p-phenylenediamine, 2-chloro-phenylenediamine, 2-p-phenylenediamine, 2-phenylene-phenylenediamine, N-diethyl-3-p-phenylenediamine, N-phenylenediamine, N-xylylenediamine, N-di (. beta. -hydroxyethyl) p-phenylenediamine, N, p-phenylenediamine, p-phenylene, p-phenylenediamine, p-phenylene, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-phenylenediamine, p-, 2-beta-hydroxyethyl-p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, 2-fluoro-p-phenylenediamine, 2-isopropyl-p-phenylenediamine, N- (. beta. -hydroxypropyl) -p-phenylenediamine, 2-hydroxymethyl-p-phenylenediamine, N-dimethyl-3-methyl-p-phenylenediamine, N-ethyl-N- (. beta. -hydroxyethyl) -p-phenylenediamine, N- (. beta.,. gamma. -dihydroxypropyl) -p-phenylenediamine, N- (4' -aminophenyl) -p-phenylenediamine, N-phenyl-p-phenylenediamine, 2-beta-hydroxyethoxy-p-phenylenediamine, 2-beta-acetylaminoethoxy-p-phenylenediamine, p-m, p-phenylenediamine, p-m, p-phenylenediamine, p-m, N- (beta-methoxyethyl) -p-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-p-phenylenediamine, 2-beta-hydroxyethylamino-5-aminotoluene, and 3-hydroxy-1- (4' -aminophenyl) pyrrolidine, and addition salts thereof with an acid.

Among the above-mentioned p-phenylenediamines, p-toluenediamine, 2-isopropyl-p-phenylenediamine, 2- β -hydroxyethyl-p-phenylenediamine, 2- β -hydroxyethyloxy-p-phenylenediamine, 2, 6-dimethyl-p-phenylenediamine, 2, 6-diethyl-p-phenylenediamine, 2, 3-dimethyl-p-phenylenediamine, N-bis (β -hydroxyethyl) -p-phenylenediamine, 2-chloro-p-phenylenediamine, and 2- β -acetylaminoethoxy-p-phenylenediamine, and addition salts thereof with an acid are particularly preferable.

Among the bis (phenyl) alkylenediamines, mention may be made, for example, of N, N '-bis (. beta. -hydroxyethyl) -N, N' -bis (4 '-aminophenyl) -1, 3-diaminopropanol, N, N' -bis (. beta. -hydroxyethyl) -N, N '-bis (4' -aminophenyl) ethylenediamine, N, N '-bis (4-aminophenyl) tetramethylenediamine, N, N' -bis (. beta. -hydroxyethyl) -N, N '-bis (4-aminophenyl) tetramethylenediamine, N, N' -bis (4-methylaminophenyl) tetramethylenediamine, N, N '-bis (ethyl) -N, N' -bis (4 '-amino-3' -methylphenyl) ethylenediamine and 1, 8-bis (2, 5-diaminophenoxy) -3, 6-dioxaoctane, and addition salts thereof.

Among the p-aminophenols, mention may be made, for example, of p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (. beta. -hydroxyethylaminomethyl) phenol and 4-amino-2-fluorophenol, as well as the addition salts thereof with an acid.

Among the ortho-aminophenols, mention may be made, for example, of 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, and the addition salts thereof.

Among the heterocyclic bases, mention may be made, for example, of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.

Among the pyridine derivatives, mention may be made, for example, of the compounds described in patents GB 1026978 and GB 1153196, such as 2, 5-diaminopyridine, 2- (4-methoxyphenyl) amino-3-aminopyridine and 3, 4-diaminopyridine, and the addition salts thereof.

Other pyridine oxidation bases may include, for example, the 3-aminopyrazolo [1,5-a ] pyridine oxidation bases described in patent application FR 2801308 or the addition salts thereof. Examples which may be mentioned include pyrazolo [1,5-a ] pyridin-3-ylamine, 2-acetylaminopyrazolo [1,5-a ] pyridin-3-ylamine, 2-morpholin-4-ylpyrazolo [1,5-a ] pyridin-3-ylamine, 3-aminopyrazolo [1,5-a ] pyridine-2-carboxylic acid, 2-methoxypyrazolo [1,5-a ] pyridin-3-ylamine, (3-aminopyrazolo [1,5-a ] pyridin-7-yl) methanol, 2- (3-aminopyrazolo [1,5-a ] pyridin-5-yl) ethanol, 2- (3-aminopyrazolo [1,5-a ] pyridin-7-yl) ethanol, (3-aminopyrazolo [1,5-a ] pyridin-2-yl) methanol, 3, 6-diaminopyrazolo [1,5-a ] pyridine, 3, 4-diaminopyrazolo [1,5-a ] pyridine, pyrazolo [1,5-a ] pyridine-3, 7-diamine, 7-morpholin-4-ylpyrazolo [1,5-a ] pyridin-3-ylamine, pyrazolo [1,5-a ] pyridine-3, 5-diamine, 5-morpholin-4-ylpyrazolo [1,5-a ] pyridin-3-ylamine, 2- [ (3-aminopyrazolo [1,5-a ] pyridin-5-yl) (2-hydroxyethyl) amino ] ethanol, 2- [ (3-aminopyrazolo [1,5-a ] pyridin-7-yl) (2-hydroxyethyl) amino ] ethanol, 3-aminopyrazolo [1,5-a ] pyridin-5-ol, 3-aminopyrazolo [1,5-a ] pyridin-4-ol, 3-aminopyrazolo [1,5-a ] pyridin-6-ol, 3-aminopyrazolo [1,5-a ] pyridin-7-ol, 2-hydroxyethoxy-3-amino-pyrazolo [1,5-a ] pyridine; 2- (4-dimethylpiperazin-1-yl) -3-amino-pyrazolo [1,5-a ] pyridine; and their addition salts.

More particularly, the oxidation bases may be chosen from 3-aminopyrazolo- [1,5-a ] -pyridines and are preferably substituted on carbon atom 2 by:

(a) one (two) (C)₁-C₆) (alkyl) amino group, wherein the alkyl group may be substituted with at least one hydroxyl, amino, imidazolium group;

(b) a heterocycloalkyl group comprising a 5 to 7 membered chain and 1 to 3 heteroatoms, which may be cationic, possibly substituted by one or more (C)₁-C₆) Alkyl radicals such as di (C)₁-C₄) Alkyl piperazinium substitution; or

(c) One (C)₁-C₆) Alkoxy group and addition salts thereof, said (C)₁-C₆) The alkoxy group may be substituted with one or more hydroxy groups, such as an alpha-hydroxyalkoxy group.

Among the pyrimidine derivatives, mention may be made of those described, for example, in patent DE 2359399; JP 88-169571; JP 05-63124; compounds according to EP 0770375 or patent application WO 96/15765, such as 2,4,5, 6-tetraaminopyrimidine, 4-hydroxy-2, 5, 6-triaminopyrimidine, 2-hydroxy-4, 5, 6-triaminopyrimidine, 2, 4-dihydroxy-5, 6-diaminopyrimidine, 2,5, 6-triaminopyrimidine, and also their addition salts and their tautomeric forms, provided that a tautomeric equilibrium exists.

Among the pyrazole derivatives, mention may be made of the compounds described in patents DE 3843892, DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2733749 and DE 19543988, such as, for example, 4, 5-diamino-1-methylpyrazole, 4, 5-diamino-1- (. betA. -hydroxyethyl) pyrazole, 3, 4-diaminopyrazole, 4, 5-diamino-1- (4' -chlorobenzyl) pyrazole, 4, 5-diamino-1, 3-dimethylpyrazole, 4, 5-diamino-3-methyl-1-phenylpyrazole, 4, 5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1, 3-dimethyl-5-hydrazinylpyrazole, diazepin, diazepazole, diazepam, n, 1-benzyl-4, 5-diamino-3-methylpyrazole, 4, 5-diamino-3-tert-butyl-1-methylpyrazole, 4, 5-diamino-1-tert-butyl-3-methylpyrazole, 4, 5-diamino-1- (. beta. -hydroxyethyl) -3-methylpyrazole, 4, 5-diamino-1-ethyl-3- (4' -methoxyphenyl) pyrazole, 4, 5-diamino-1-ethyl-3-hydroxymethylpyrazole, 4, 5-diamino-3-hydroxymethyl-1-methylpyrazole, 4, 5-diamino-3-hydroxymethyl-1-isopropylpyrazole, 4, 5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5- (2' -aminoethyl) amino-1, 3-dimethylpyrazole, 3,4, 5-triaminopyrazole, 1-methyl-3, 4, 5-triaminopyrazole, 3, 5-diamino-1-methyl-4-methylaminopyrazole, 3, 5-diamino-4- (. beta. -hydroxyethyl) amino-1-methylpyrazole, and addition salts thereof. 4, 5-diamino-1- (. beta. -methoxyethyl) pyrazole can also be used.

Preferably, 4, 5-diaminopyrazole is used, and even more preferably 4, 5-diamino-1- (. beta. -hydroxyethyl) pyrazole and/or its salts.

Pyrazole derivatives which may also be mentioned include diamino-N, N-dihydropyrazolopyrazolones, and in particular those described in patent application FR- A-2886136, such as the following compounds and their addition salts: 2, 3-diamino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one, 2-amino-3-ethylamino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one, 2-amino-3-isopropylamino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one, 2-amino-3- (pyrrolidin-1-yl) -6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one, 4, 5-diamino-1, 2-dimethyl-1, 2-dihydropyrazol-3-one, 4, 5-diamino-1, 2-diethyl-1, 2-dihydropyrazol-3-one, 4, 5-diamino-1, 2-bis- (2-hydroxyethyl) -1, 2-dihydropyrazol-3-one, 2-amino-3- (2-hydroxyethyl) amino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one, 2-amino-3-dimethylamino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one, and mixtures thereof, 2, 3-diamino-5, 6,7, 8-tetrahydro-1H, 6H-pyridazino [1,2-a ] pyrazol-1-one, 4-amino-1, 2-diethyl-5- (pyrrolidin-1-yl) -1, 2-dihydropyrazol-3-one, 4-amino-5- (3-dimethylaminopyrrolidin-1-yl) -1, 2-diethyl-1, 2-dihydropyrazol-3-one, 2, 3-diamino-6-hydroxy-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one.

Preference is given to using 2, 3-diamino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one and/or salts thereof.

Preference is given to using 4, 5-diamino-1- (. beta. -hydroxyethyl) pyrazole and/or 2, 3-diamino-6, 7-dihydro-1H, 5H-pyrazolo [1,2-a ] pyrazol-1-one and/or salts thereof as heterocyclic base.

The composition may optionally also comprise one or more couplers advantageously chosen from those conventionally used in the dyeing or colouring of keratin substrates.

Among these couplers, mention may be made in particular of meta-phenylenediamine, meta-aminophenol, meta-diphenol, naphthalene-based couplers and heterocyclic couplers, and also the addition salts thereof.

Mention may be made, for example, of 2-methyl-5-aminophenol, 5-N- (. beta. -hydroxyethyl) amino-2-methylphenol, 3-aminophenol, 5-amino-6-chloro-o-cresol (3-amino-2-chloro-6-methylphenol), 1, 3-dihydroxybenzene, 1, 3-dihydroxy-2-methylbenzene, 4-chloro-1, 3-dihydroxybenzene, 2, 4-diamino-1- (. beta. -hydroxyethyloxy) benzene, 2-amino-4- (. beta. -hydroxyethylamino) -1-methoxybenzene, 1, 3-diaminobenzene, 1, 3-bis (2, 4-diaminophenoxy) propane, 3-ureidoaniline, 3-ureido-1-dimethylaminobenzene, sesamol, 1-beta-hydroxyethylamino-3, 4-methylenedioxybenzene, alpha-naphthol, 2-methyl-1-naphthol, 6-oxindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3, 5-diamino-2, 6-dimethoxypyridine, 1-N- (. beta. -hydroxyethyl) amino-3, 4-methylenedioxybenzene, 2, 6-bis (. beta. -hydroxyethylamino) toluene, 6-hydroxyindoline, 2, 6-dihydroxy-4-methylpyridine, sesamol, 2-hydroxy-3, 4-methylenedioxybenzene, and mixtures thereof, 1-H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2, 6-dimethylpyrazolo [1,5-b ] -1,2, 4-triazole, 2, 6-dimethyl [3,2-c ] -1,2, 4-triazole and 6-methylpyrazolo [1,5-a ] benzimidazole, addition salts thereof with acids, and mixtures thereof.

In general, the addition salts of the oxidation bases and couplers that can be used are chosen from addition salts with acids, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, besylates, phosphates and acetates.

The oxidation bases may be present in an amount ranging from about 0.001% to 10% by weight, for example from about 0.005% to 5% by weight, relative to the total weight of the composition comprising the system in which they are present.

The color-formers, if they are present, can be present in an amount ranging from about 0.001% to 10% by weight, for example from about 0.005% to 5% by weight, relative to the total weight of the system in which they are present or the composition comprising the system in which they are present.

According to embodiments of the present disclosure, the composition may optionally comprise one or more synthetic or natural direct dyes, for example selected from anionic and nonionic species, preferably cationic or nonionic species, as the only dye or dyes other than oxidative dyes.

Examples of suitable direct dyes which may be mentioned include azo direct dyes, alone or as mixtures; (poly) methine dyes such as cyanin, hemicyanin, and styrene; a carbonyl dye; an azine dye; nitro (hetero) aryl dyes; a tri (hetero) arylmethane dye; a porphyrin dye; phthalocyanine dyes and natural direct dyes.

Preferably, the direct dye is a cationic direct dye. Mention may be made of hydrazono cationic dyes of the following formulae (Va) and (V 'a), azocationic dyes of formulae (VIa) and (VI' a) and diazocationic dyes of formula (VIIa):

Het⁺-C(R^a)＝N-N(R^b)-Ar,An^-(Va)
	Het⁺-N(R^a)-N＝C(R^b)-Ar,An^-(V’a)
Het⁺-N＝N-Ar,An^-(VIa)
	Ar⁺-N＝N-Ar”,An^-(VI’a)
Het⁺-N＝N-Ar’-N＝N-Ar,An^-(VIIa)

in formulas (Va), (V 'a), (VIa), (VI' a), and (VIIa):

●Het⁺denotes a cationic heteroaryl moiety preferably bearing an endocyclic cationic charge such as imidazolium, indolium or pyridinium, optionally preferably substituted by one or more (C)₁-C₈) Alkyl such as methyl;

●Ar⁺denotes a cationic charge with an external ring (preferably ammonium, especially tri (C)₁-C₈) Alkylammonium such as trimethylammonium) such as phenyl or naphthyl;

● Ar represents an aryl group, especially a phenyl group, which is optionally substituted, preferably by one or more electron donating groups such as i) optionally substituted (C)₁-C₈) Alkyl, ii) optionally substituted (C)₁-C₈) Alkoxy, iii) di (C) optionally substituted on the alkyl radical by hydroxy₁-C₈) (alkyl) amino group, iv) aryl group (C)₁-C₈) Alkylamino, v) optionally substituted N- (C)₁-C₈) alkyl-N-aryl (C)₁-C₈) Alkylamino, or Ar represents a julolidine group;

● Ar' is an optionally substituted divalent (hetero) arylene radical, such as phenylene, especially p-phenylene, or naphthylene, which is optionally preferably substituted by one or more radicals (C)₁-C₈) Alkyl, hydroxy or (C)₁-C₈) Alkoxy substitution;

● Ar "is an optionally substituted (hetero) aryl group such as phenyl or pyrazolyl, which is optionally preferably substituted by one or more radicals (C)₁-C₈) Alkyl, hydroxy, (di) (C)₁-C₈) (alkyl) amino, (C)₁-C₈) Alkoxy or phenyl substitution;

●R^aand R^bMay be the same or different and represents a hydrogen atom or a group (C)₁-C₈) Alkyl, optionally substituted preferably by hydroxy;

or, the substituent R^aAnd Het⁺And/or R^bWith substituents of Ar and/or R^aAnd R^bAnd the atoms carrying them together form a (hetero) cycloalkyl group;

in particular, R^aAnd R^bRepresents a hydrogen atom or a group (C)₁-C₄) Alkyl, optionally substituted with hydroxy;

●An^-represents an anionic counterion such as methanesulfonate or halide.

Mention may in particular be made of azocationic dyes and hydrazonocationic dyes carrying an internal ring cationic charge of formulae (Va), (V' a) and (VIa) as defined previously. More particularly, mention may be made of those of formulae (Va), (V' a) and (VIa) derived from the dyes described in patent applications WO 95/15144, WO 95/01772 and EP 714954.

In various embodiments, the cationic moiety is derived from the following derivatives:

wherein in formulae (Va-1) and (VIa-1):

-R¹is represented by (C)₁-C₄) Alkyl groups such as methyl;

-R²and R³Identical or different and represents a hydrogen atom or (C)₁-C₄) Alkyl groups such as methyl; and is

-R⁴Representing a hydrogen atom, or an electron-donating group, e.g. optionally substituted (C)₁-C₈) Alkyl, optionally substituted (C)₁-C₈) Alkoxy, or (di) (C) optionally substituted on the alkyl by hydroxy₁-C₈) (alkyl) amino; in particular, R⁴Is a hydrogen atom, and is a hydrogen atom,

-Z represents a CH group or a nitrogen atom, preferably CH;

-An^-represents an anionic counterion such as methanesulfonate or halide.

The dyes of formulae (Va-1) and (VIa-1) may be selected from basic Red 51, basic yellow 87 and basic orange 31 or derivatives thereof:

among the natural direct dyes, mention may be made of lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurin, protocatechualdehyde, indigo, isatin, curcumin, spinosyn, apigenin and orcein. Extracts or decoctions comprising these natural dyes, in particular cataplasms or extracts based on henna, may also be used.

More particularly, if present, the one or more direct dyes comprise from about 0.001% to 10%, for example from about 0.005% to 5%, by weight of the total weight of the system in which they are present or of the composition comprising the system in which they are present.

The color-changing composition may further comprise a cosmetically acceptable carrier. The cosmetically acceptable carrier may be present in the color-changing composition in an amount from about 1% to about 40%, for example from about 5% to about 35%, or from about 10% to about 30% by weight of the color-changing composition.

Adjunct ingredients may be added to the color-changing composition. Exemplary adjunct ingredients that can be used in the color-altering compositions, according to various embodiments of the present disclosure, include, but are not limited to, rheology modifiers, bleach activators and co-bleach activators (co-bleach activators), direct dyes, chelants, fatty substances, ceramides, alkoxyaminosilicones, silanes, and lift-enhancing agents (lift-enhancing agents), such as nitrogen-containing compounds and metal catalyst compounds.

The color-changing composition may also comprise acid and base pH adjusting agents, which are well known in the field of cosmetic treatment of keratin fibers such as hair. Such pH adjusting agents include, but are not limited to, sodium metasilicate, silicate compounds, citric acid, ascorbic acid, and carbonate compounds.

In various embodiments, the pH adjusting agent may be present in the color-changing composition in an amount effective to cause the color-changing composition to have a pH of no more than 7 (e.g., a pH range of about 1 to about 7, about 2 to about 6, or about 3 to about 5). As an example, in various embodiments, the amount of pH adjuster can be present in an amount of at least about 0.01% (e.g., at least about 0.1%, at least about 0.2%, or at least about 0.5%).

In at least certain embodiments, the color-altering composition may be in a ready-to-use form.

In various embodiments, the color-changing composition may be applied to the hair within about 24 hours, such as less than 24 hours or less than 12 hours, after the treatment of the composition. In at least certain exemplary embodiments, the color-changing composition may be applied to the hair within hours or minutes after the treatment of the composition. For example, the color-changing composition may be applied within about 1 to about 6 hours after treating the composition, or may be applied up to about 60 minutes after treating the composition, such as up to about 30 minutes, up to about 20 minutes, up to about 10 minutes, up to about 5 minutes, up to about 2 minutes, or up to about 1 minute.

The color-altering composition may be left on the hair for a period of time sufficient to effect the desired hair shade change. For example, the color-altering composition may be left on the hair for up to one hour, such as from about 3 minutes to about 45 minutes, from about 5 minutes to about 30 minutes, or from about 10 minutes to about 20 minutes. In another embodiment, the color-altering composition may be left on the hair for up to about 30 minutes, such as from about 1 minute to about 30 minutes, from about 1 minute to about 10 minutes, or from about 1 minute to about 5 minutes. By considering various factors such as the starting shade and desired shade of hair, one skilled in the art will be able to determine the appropriate time for the color-altering composition to remain on the hair to achieve the desired change in shade of hair. As a non-limiting example, the tone height of hair may be raised by 1 to 4 according to various embodiments of the present disclosure.

The color-changing composition may optionally be shampooed and/or rinsed from the hair, if desired.

Shape-changing compositions

In another embodiment, the composition for styling or altering the shape of the hair may be applied to the hair before, after or simultaneously with the treatment of the composition. Compositions for altering the shape of hair include hair styling agents (styling agents) and may be any composition for altering the shape of hair, for example a composition comprising one or more agents for straightening, softening and/or styling hair.

As an example, the hair styling agent may optionally be selected from inorganic or organic hydroxides, such as sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide or guanidine hydroxide; or may be selected from organic amines and other non-hydroxides. In various embodiments, the hair softener may be selected from thiol compounds, such as cysteine, cysteamine, N-substituted cysteamine, alkyl substituted mercaptoacetamides, dimercaptoadipic acid, thioglycerol, thiolactic acid, thioglycolic acid or salts thereof (e.g., thioglycolates), monothioglycolate esters (e.g., glycol esters of thioglycolic acid), monothioglycolate glycerides, thiocholine or salts thereof, amino thiols and thiols linked to low molecular weight polymers, sulfites, such as sodium thiosulfate, and bisulfites, such as ammonium bisulfite or sodium bisulfite.

The composition for altering the shape of hair may optionally comprise at least one surfactant, such as amphoteric/zwitterionic surfactants, nonionic surfactants, anionic surfactants, and cationic surfactants. As a non-limiting example, the at least one surfactant is present in an amount ranging from about 0.1 wt% to about 5 wt%, for example from about 0.5 wt% to about 3 wt%, based on the total weight of the shape-altering composition.

Exemplary amphoteric surfactants include, for example, lauryl betaine, lauroamphoglycinate (laurophosphoglycinate), lauroamphopropyl sulfonate (laurophosphopropylsulfonate), lauroamphopropionate (laurophopropiponate), lauroamphocarboxyglycinate (laurophocaroxyglycinate), lauryl sulfobetaine (laurylsulfonate), myristylbetaine (myristyl betaine), myristyl betaine, myristyl glycinate (myristoamphoglycinate), myristyl propionate (myristyl propionate), stearoamphoglycinate (stearamphoglycinate), stearoamphopropionate (stearylpropylbetaine), cocamphetamide (cocapyltetramide), cocamidopropylbetaine (laurophosphoglycinate), myristyl betaine (myristyl betaine), stearoamphopropionate (myristyl betaine), stearoamphopropyl betaine (myristyl betaine), cocamidopropylbetaine (cocamidopropylbetaine), cocamidopropylbetaine (laurophosphobetaine), lauroamphoglycinate (myristyl betaine), myristyl betaine (myristyl betaine), myristyl betaine (myristyl betaine), and cocamidopropylbetaine (myristyl betaine), myristyl betaine (myristyl betaine, cocamidopropylbetaine, myristyl betaine, cocamidopropyl betaine, or (myristyl betaine, cocamidopropyl betaine, or (myristyl betaine, and (myristyl betaine, or (myristyl betaine, cocamidopropyl betaine, or (myristyl betaine), and a salt, or (myristyl betaine), and/or (myristyl betaine), and a salt of a salt, or a salt of a, Cocoamphoglycinate (cocamphopropionate), cocoamphocarboxypropionate (cocamphopropionate), cocoamphocarboxyglycinate (cocamphwiring), cocobetaine (coco-betaine), cocoamphopropionate (cocamphopropionate), and cocoamphopropylsulfonate (cocamphopropylsfonate), and combinations thereof.

Exemplary nonionic surfactants include: fatty acid esters and fatty acid esters of alkoxylated, especially ethoxylated, polyols such as glycerol and sorbitol, for example polyoxyethylene monolaurate, polyoxyethylene monooleate, polyoxyethylene monostearate, sorbitan monolaurate, sorbitan trioleate, typically having a degree of ethoxylation of from about 20 to about 85; mono-and dialkanolamides, such as the N-acyl derivatives of monoethanolamine and diethanolamine, and polyethoxylated mono-alkanolamides, such as PEG-15cocamide (PEG-15 cocamide); amine oxides such as cocamidopropyl dimethylamine oxide, cocobis-2-hydroxyethylamine oxide (cocobis-2-hydroxyethylamine oxides), and lauryl dimethylamine oxide (lauryl dimethyl amine oxide); ethoxylated alkanolamides; ethoxylated oils and fats, such as ethoxylated lanolin; and ethoxylated alkylphenols, such as nonoxynol; and combinations thereof.

Exemplary anionic surfactants include: alkyl ether carboxylic acids such as laureth-11 carboxylic acid; alkali metal, ammonium or amine salts of: alkyl sulfates, alkyl ether sulfates, linear alpha-olefin sulfonates, dialkyl sulfosuccinates, alkylamido sulfosuccinates, and having about C₁₂To C₁₈Alkyl taurates of alkyl or alkenyl groups; and combinations thereof. Specific examples include salts of lauryl sulfate and salts of lauryl ether sulfate, the latter having an average ethoxylation level of from 1 to 3.

Exemplary cationic surfactants include quaternary ammonium salt-16, quaternary ammonium salt-26, quaternary ammonium salt-27, quaternary ammonium salt-30, quaternary ammonium salt-33, quaternary ammonium salt-43, quaternary ammonium salt-52, quaternary ammonium salt-53, quaternary ammonium salt-56, quaternary ammonium salt-60, quaternary ammonium salt-61, quaternary ammonium salt-62, quaternary ammonium salt-70, quaternary ammonium salt-71, quaternary ammonium salt-72, quaternary ammonium salt-75, quaternary ammonium salt-76 hydrolyzed collagen, quaternary ammonium salt-77, quaternary ammonium salt-78, quaternary ammonium salt-79 hydrolyzed collagen, quaternary ammonium salt-79 hydrolyzed keratin, quaternary ammonium salt-79 hydrolyzed milk protein, quaternary ammonium salt-79 hydrolyzed fibroin, quaternary ammonium salt-79 hydrolyzed soy protein and quaternary ammonium salt-79 hydrolyzed wheat protein, quaternary ammonium salt-80, quaternary ammonium salt-79 hydrolyzed collagen protein, quaternary ammonium salt-60, quaternary ammonium salt-62, quaternary ammonium salt-76, and quaternary ammonium salt-79 hydrolyzed collagen protein, Quaternary ammonium salt-81, quaternary ammonium salt-82, quaternary ammonium salt-83, quaternary ammonium salt-84, and combinations thereof.

The hair styling composition may further comprise at least one additional ingredient commonly found in such compositions. Examples of such ingredients include, but are not limited to, acid and base pH adjusters, chelating agents, swelling agents, solvents, structuring agents such as waxes and polymers, hydrophobic (lipophilic) and hydrophilic thickeners or gelling agents, skin conditioning agents, sunscreens (e.g., octocrylene, octocinoxate, avobenzone), preservatives (e.g., sodium citrate, phenoxyethanol, parabens, and mixtures thereof), cosmetic and skin actives such as hydrolyzed peptides, farnesol, bisabolol, phytantriol, aesthetic agents (aestatic agents) such as essential oils, fragrances, skin sensates, sunscreens, aromatic compounds (e.g., clove oil, menthol, camphor, eucalyptus oil, and eugenol), foam enhancers (foam enhancers), and plant extracts.

The hair styling composition may further comprise a cosmetically acceptable carrier. The cosmetically acceptable carrier can be present in the shape-altering composition, for example, in an amount from about 1% to about 40%, such as from about 5% to about 35%, or from about 10% to about 30%, by weight of the shape-altering composition.

In various embodiments, the hair styling composition comprises or is used in combination with at least one neutralizing agent, such as an oxidizing agent. Exemplary useful oxidizing agents include peroxides, bromates, and perborates, such as hydrogen peroxide, potassium bromate, sodium bromate, and sodium perborate.

In various embodiments, the hair styling composition may be applied to the hair within about 24 hours, such as less than 24 hours or less than 12 hours, after the treatment of the composition. In at least certain exemplary embodiments, the shape-altering composition may be applied to the hair within hours or minutes after the treatment composition. For example, the shape-altering composition may be administered within about 1 to about 6 hours after treatment of the composition, or may be administered up to about 60 minutes after treatment of the composition, such as up to about 30 minutes, up to about 20 minutes, up to about 10 minutes, up to about 5 minutes, up to about 2 minutes, or up to about 1 minute.

The shape-altering composition may be left on the hair for a period of time sufficient to achieve the desired hair shape alteration. For example, the shape-altering composition may be left on the hair for up to one hour, such as from about 3 minutes to about 45 minutes, from about 5 minutes to about 30 minutes, or from about 10 minutes to about 20 minutes. In other embodiments, the shape-altering composition may be left on the hair for up to about 30 minutes, such as from about 1 minute to about 30 minutes, from about 1 minute to about 10 minutes, or from about 1 minute to about 5 minutes. By considering various factors such as the starting hair shape and the desired hair shape, one skilled in the art will be able to determine the appropriate time for the shape-altering composition to be left on the hair to achieve the desired alteration in the hair shape.

The shape-altering composition may optionally be shampooed and/or rinsed from the hair if desired.

Conditioning composition

After the treatment composition and/or the color-changing composition and/or the shape-changing composition has been applied to the hair, and optionally shampooed and/or rinsed, the hair may be further treated with a conditioning composition comprising 2- (2-aminoethoxy) ethanol and at least one carboxylic acid. In various non-limiting exemplary embodiments, 2- (2-aminoethoxy) ethanol may be neutralized with at least one carboxylic acid. As used herein, the neutralization of 2- (2-aminoethoxy) ethanol with at least one carboxylic acid means that the 2- (2-aminoethoxy) ethanol is fully neutralized, substantially fully neutralized, or partially neutralized. The term "neutralized" means that 2- (2-aminoethoxy) ethanol is neutralized by H from, but not limited to, an acidic source (e.g., carboxylic acid)⁺(proton) protonation.

In various embodiments, 2- (2-aminoethoxy) ethanol may be present in the conditioning composition in the following amounts: up to about 10 wt%, such as up to about 9 wt%, up to about 8 wt%, up to about 7 wt%, up to about 6 wt%, up to about 5 wt%, up to about 4 wt%, up to about 3 wt%, up to about 2 wt%, up to about 1 wt%, up to about 0.90 wt%, up to about 0.80 wt%, up to about 0.70 wt%, up to about 0.60 wt%, or up to about 0.50 wt%, based on the weight of the conditioning composition. By way of non-limiting example only, the 2- (2-aminoethoxy) ethanol may be present in the following amounts: from about 0.1 wt% to about 5 wt%, for example from about 0.2 wt% to about 4 wt%, or from about 1 wt% to about 3 wt%, based on the weight of the conditioning composition. In one embodiment, the 2- (2-aminoethoxy) ethanol may be present in an amount of from about 2 wt.% to about 3 wt.%, based on the weight of the conditioning composition.

The at least one carboxylic acid useful in the conditioning composition may be any organic compound containing at least one acid functional group and at least one carbon atom, such as the carboxylic acids described above for the treatment composition. Exemplary and non-limiting carboxylic acids that may be used include: organic compounds containing, for example, one, two, three or more carboxylic acid functions (COOH) and at least one carbon atom.

In certain exemplary and non-limiting embodiments, the at least one carboxylic acid may be selected from saturated or non-saturated, substituted or unsubstituted dicarboxylic acids, salts thereof, and mixtures thereof. As a non-limiting example, the at least one carboxylic acid may be selected from dicarboxylic acids of the formula:

XO₂C-R-CO₂X'

wherein:

r is a cyclic or acyclic, saturated or unsaturated, linear or branched C₁-C₁₀₀Hydrocarbon moiety, said C₁-C₁₀₀The hydrocarbon moiety comprises from 0 to 30 double and/or triple bonds and/or from 0 to 10 rings, and is optionally interrupted by from 1 to 30 heteroatoms selected from O, N and S, and is optionally substituted with from 1 to 30 substituents selected from: hydrogen atom, hydroxyl (-OH) moiety, amino (-NH)₂) Moiety (C)₁-C₃₀) Alkylamino moiety, poly (C)₁-C₃₀) Alkylamino moieties, hydroxy groups(C₁-C₃₀) Alkylamino moiety, polyhydroxy (C)₁-C₃₀) Alkylamino moiety, C₆-C₃₀An aryl moiety, and in some embodiments, -R may be omitted,

-X and X' independently represent a hydrogen atom, an ammonium ion, an ion of an alkali metal such as Li, Na, K or an ion of an alkaline earth metal such as Be, Mg, Ca, or an ion derived from an organic amine, such as an alkylamine.

It is understood that the expression cyclic hydrocarbon moiety in the present application is understood to mean a hydrocarbon moiety consisting of or comprising one or more rings, said rings being pendant or on the main chain, said rings being saturated or unsaturated and being possibly substituted by one or more C₁-C₃₀Alkyl or alkenyl or hydroxy or amino moieties.

By way of non-limiting example only, carboxylic acids useful in the conditioning composition can include oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, maleic acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof. In at least one embodiment, the conditioning composition comprises at least one carboxylic acid other than maleic acid.

It should be noted, however, that the carboxylic acid selected for the conditioning composition may be the same or different from the at least one carboxylic acid selected for the treatment composition. In at least one embodiment, the conditioning composition comprises maleic acid and optionally at least one additional carboxylic acid. In other embodiments, the conditioning composition comprises at least one carboxylic acid other than maleic acid. In other embodiments, the conditioning composition is free or substantially free of maleic acid.

The at least one carboxylic acid may be present in the conditioning composition in the following amounts: up to about 10 wt%, such as up to about 9 wt%, up to about 8 wt%, up to about 7 wt%, up to about 6 wt%, up to about 5 wt%, up to about 4 wt%, up to about 3 wt%, up to about 2 wt%, up to about 1%, or up to about 0.50 wt%, based on the weight of the conditioning composition. By way of non-limiting example only, the carboxylic acid may be present in the following amounts: from about 0.50 wt% to about 10 wt%, for example from about 1 wt% to about 8%, from about 2 wt% to about 7%, from about 3 wt% to about 6%, or from about 4 wt% to about 5 wt%, based on the weight of the conditioning composition. In an exemplary embodiment, the carboxylic acid may be present in an amount of about 6 wt.% to about 8 wt.% based on the weight of the conditioning composition. It is understood that when more than one carboxylic acid is present, the total amount of carboxylic acid may be present in these amounts.

In various embodiments, the conditioning composition may be in the form of an emulsion, and optionally may comprise additional components, such as surfactants, solvents, and/or conditioning agents, among other additives.

As a non-limiting example, the solvent may be selected from cosmetically acceptable solvents selected from water, at least one cosmetically acceptable organic solvent, and mixtures thereof.

The organic solvent may be a volatile or non-volatile compound. As examples of organic solvents, there may be mentioned, without limitation, monohydric and polyhydric alcohols, such as ethanol, isopropanol, propanol, benzyl alcohol and phenethyl alcohol; or glycols or glycol ethers, for example, the monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol or ethers thereof, such as the monomethyl ether of propylene glycol, butylene glycol, hexylene glycol, dipropylene glycol, and alkyl ethers of diethylene glycol, for example the monoethyl or monobutyl ether of diethylene glycol. Other suitable examples of organic solvents are ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, propylene glycol and glycerol.

The cosmetically acceptable solvent may be present in an amount ranging up to about 98 wt%, such as up to about 95 wt%, up to about 90 wt%, up to about 85 wt%, up to about 80 wt%, up to about 75 wt%, up to about 70 wt%, up to about 65 wt%, up to about 60 wt%, up to about 55 wt%, or up to about 50 wt%, based on the weight of the conditioning composition. For example, the cosmetically acceptable solvent can be about 80 wt.% to about 98 wt.%, such as about 85 wt.% to about 95 wt.%, based on the weight of the conditioning composition.

Conditioning agents that may be included in the conditioning composition include, but are not limited to, cationic, anionic, nonionic, and amphoteric conditioning agents. For example, the cationic conditioning agent may be selected from polyquaternium-10 (also known as quaternized polyhydroxyethylcellulose), cetrimonium chloride (also known as cetyltrimethylammonium chloride, CTAC), behenyltrimethylammonium chloride (also known as behenyltrimethylammonium chloride), behenyltrimethylammonium methylsulfate, stearyltrimethylammonium chloride, stearyldimethylbenzylammonium chloride (stearalkonium chloride), dicetyldimethylammonium chloride, hydroxypropyltrimethylammonium chloride, cocoyltrimethylammonium sulfate, oleylbenzyldimethylammonium chloride (oleakonitum chloride), stearyltrimethylammonium chloride, babassu amidopropylbenzyldimethylammonium chloride (batuamidopropakonitum chloride), brassylamidopropyldimethylamine (brassilimidopropyldimethylammonium), quaternium-91, Salcare/PQ-37, quaternium-22, quaternium-87, polyquaternium-4, and/or polyquaternium-4, Polyquaternium-6, Polyquaternium-11, Polyquaternium-44, Polyquaternium-67, aminoterminal polydimethylsiloxane (amodimiethicone), lauryl betaine, Polyacrylate-1 Crosspolymer (Polyacrylate-1 Crosspolymer), stearyl dimethylammonium hydroxypropyl hydrolyzed wheat protein, behenamidopropyl PG-dimethylammonium chloride, lauryl dimethylammonium hydroxypropyl hydrolyzed soy protein, aminopropyldimethylsiloxane, Quaternary ammonium-8, and Diligidooleylamidopropyl Dimethylaminodimethicone PEG-7 phosphate.

The amphoteric conditioning agent is selected from polyquaternium-22, polyquaternium-39, polyquaternium-47, polyquaternium-53, arginine, asparagine, aspartic acid, glycine, glutamic acid, lysine, methionine, phenylalanine, serine, threonine, tyrosine, tryptophan, valine, gelatin, quaternary ammonium salt-27, oleamidopropyl betaine, disodium cocoamphodiacetate, disodium cocoamphodipropionate, disodium lauryl amphodiacetate, sodium cocoamphopropionate, sodium cocoamphoacetate, delta lactone (meadowfoam delta lactone), cocamidopropyl betaine, cocamidopropyl hydroxysultaine, lauramidopropyl betaine, carnitine, hydroxyproline, acetylhydroxyproline, isoleucine, lauroyl lysine, lauroyl sarcosine, Polylysine, proline, rice amino acids, silk amino acids, and wheat amino acids.

Additional adjunct ingredients that may be present in the conditioning composition include, but are not limited to, emulsifiers, thickeners and rheology modifiers, cationic polymers, humectants and moisturizing agents, chelating agents (e.g., glycine), emulsifiers other than those falling under the fatty materials described above, fillers, structuring agents, propellants, anionic surfactants, cationic surfactants, amphoteric surfactants, shine agents, conditioning agents, shine agents, and enhancers.

If present, at least one auxiliary component may be present in the following amounts: up to about 25 wt.%, such as up to about 20 wt.%, up to about 15 wt.%, or up to about 10 wt.%, such as from about 0.1 wt.% to about 10 wt.%, from about 0.5 wt.% to about 5 wt.%, or from about 1 wt.% to about 3 wt.%, based on the total weight of the conditioning composition.

The pH of the conditioning composition may be from about 1 to about 7, for example from about 2 to about 5, or from about 3 to about 4.

According to various embodiments, the conditioning composition may comprise a combination of 2-2AEE and a carboxylic acid. As non-limiting examples, the conditioning composition may comprise a combination of 2-2AEE and two carboxylic acids, such as malonic and citric acid, malonic and oxalic acid, malonic and maleic acid, malonic and malic acid, citric and oxalic acid, citric and maleic acid, citric and malic acid, oxalic and maleic acid, oxalic and malic acid, maleic and malic acid, and the like. In other embodiments, the conditioning composition may comprise a combination of 2-2AEE and three or more carboxylic acids.

In some embodiments, the conditioning composition may comprise 2-2AEE and one or more saturated carboxylic acids, and may be free or substantially free of unsaturated carboxylic acids. In other embodiments, the conditioning composition may comprise 2-2AEE and one or more unsaturated carboxylic acids and be free or substantially free of saturated carboxylic acids. In other embodiments, the conditioning composition can comprise 2-2AEE and saturated carboxylic acids (e.g., oxalic acid, malonic acid, glutaric acid, succinic acid, adipic acid, glycolic acid, citric acid, tartaric acid, malic acid, sebacic acid, glyoxylic acid monohydrate) and unsaturated carboxylic acids (maleic acid, fumaric acid, benzoic acid, citraconic acid).

In certain exemplary embodiments, the conditioning composition may comprise up to about 5 wt%, for example from about 0.1 wt% to about 5 wt% of 2-2AEE, for example from about 0.5 wt% to about 3 wt% or from about 0.5 wt% to about 2 wt% of 2-2AEE, for example from about 0.5 wt% to about 1 wt%, based on the weight of the conditioning composition. In certain exemplary embodiments, the conditioning composition may comprise from about 0.1% to about 5% by weight carboxylic acid, for example from about 0.5% to about 4% by weight or from about 0.75% to about 3% by weight, for example from about 1% to about 2% by weight carboxylic acid, based on the weight of the conditioning composition.

By way of non-limiting example only, the conditioning composition may comprise from about 0.5% to about 2% by weight of 2-2AEE and from about 0.75% to about 3% by weight of one or more carboxylic acids, for example from about 0.5% to about 1% by weight of 2-2AEE and from about 1% to about 2% by weight of one or more carboxylic acids, based on the weight of the conditioning composition. As a non-limiting example, the conditioning composition may comprise from about 5% to about 6% by weight of 2-2AEE and from about 1% to about 2% by weight of malonic acid, citric acid, malic acid, and/or maleic acid, based on the weight of the conditioning composition.

According to certain embodiments, the total combined amount of 2-2AEE and carboxylic acid present in the conditioning composition may be up to about 20 wt%, for example, from about 0.5 wt% to about 15 wt%, from about 1 wt% to about 10 wt%, from about 2 wt% to about 8 wt%, from about 2 wt% to about 5 wt%, or from about 3 wt% to about 5 wt%, based on the weight of the conditioning composition.

Without intending to limit the present disclosure, in various embodiments, it may be advantageous to select specific amounts of 2-2AEE, at least one carboxylic acid, solvent, and/or optionally any additional components in the conditioning composition, or to select the proportions of the components relative to each other, so as to provide or enhance a synergistic result from the combination thereof.

The treatment composition and/or conditioning composition according to the present disclosure may be in various forms, for example in the form of a liquid, cream, liquid-gel, liquid-cream, gel, lotion, or paste.

Method

As described herein, the treatment composition and/or conditioning composition, and/or a system comprising the treatment composition and conditioning composition, may be used to treat hair before, during, and/or after, for example, a process of chemically altering the color or shape of hair, and/or before, during, and/or after application of a composition that is not a color-altering or shape-altering composition, and/or as a separate treatment to damaged hair. For example, the color-altering or shape-altering composition may comprise a treatment composition, or the treatment composition may comprise a color-altering or shape-altering composition or agent or component. It is to be understood that when "color-changing composition comprises a treatment composition", "shape-changing composition comprises a treatment composition", "treatment composition comprises a color-changing composition", "treatment composition comprises a shape-changing composition", and the like, the two compositions or their components are mixed together, but there is no limitation as to which component is added to which or the order of mixing.

In other embodiments, the treatment composition may be applied to the hair first, and optionally shampooed and/or rinsed, before the color-changing or shape-changing composition or a composition that is not a color-changing or shape-changing composition is applied to the hair. In various embodiments, the conditioning composition may be applied to the hair after the treatment composition and/or the color-altering or shape-altering composition is applied to the hair, and optionally shampooed and/or rinsed.

As used herein, the treatment composition may be applied to the hair "before" chemically treating the hair, such as styling, coloring, or lightening, with or without shampooing or rinsing, e.g., less than one minute ago, up to about 5 minutes ago, up to about 10 minutes ago, up to about 20 minutes ago, up to about 30 minutes ago, up to about 1 hour ago, up to about 2 hours ago, up to about 6 hours ago, up to about 12 hours ago, up to about 24 hours ago, up to about 48 hours ago, up to about 72 hours ago, or up to about 1 week ago.

As used herein, the treatment composition may be applied to the hair "after" chemically treating the hair, such as after styling, coloring or lightening the hair, with or without shampooing or rinsing, e.g., less than one minute later, up to about 5 minutes later, up to about 10 minutes later, up to about 20 minutes later, up to about 30 minutes later, up to about 1 hour later, up to about 2 hours later, up to about 6 hours later, up to about 12 hours later, up to about 24 hours later, up to about 48 hours later, up to about 72 hours later, or up to about 1 week later.

As used herein, a treatment composition may be applied to hair "during" chemical treatment of hair, e.g., at the same time, or about the same time, as chemical treatment of hair, e.g., by combining or mixing the treatment composition with the chemical treatment composition and then applying the mixture to the hair. As an example, the treatment composition may be mixed with the color-changing or shape-changing composition in an amount of up to about 30 wt% relative to the weight of the color-changing composition, such as up to about 25 wt%, up to about 20 wt%, or up to about 15 wt% relative to the weight of the color-changing composition. For example, the treatment composition may be mixed with the color-altering or shape-altering composition in an amount from about 1% to about 20%, from about 2% to about 15%, from about 3% to about 13%, or from about 4% to about 10% by weight relative to the weight of the color-altering composition. In other exemplary embodiments, the treatment composition and the color-altering or shape-altering composition may be applied to the hair substantially simultaneously, but from separate applicators, without prior mixing, with or without shampooing or rinsing.

As non-limiting examples, a method for treating or altering the shape or color of hair may comprise applying a treatment composition to the hair as a pre-softening composition, a pre-permanent wave composition, a pre-straightening composition, a pre-coloring composition, a pre-glazing (pre-brightening) composition, or a pre-lightening composition, which may optionally be left on the hair or washed off prior to application of the color-altering or shape-altering composition. In another exemplary embodiment, the method may comprise adding the treatment composition to the color-changing or shape-changing composition, optionally immediately prior to use, and applying the mixture to the hair. In another exemplary embodiment, the method may comprise adding a shape-altering agent or a color-altering agent, such as an oxidizing agent or dye, to the treatment composition, optionally immediately prior to use, and applying the treatment composition to the hair. In another exemplary embodiment, the method may comprise mixing the styling or coloring or bleaching agent composition and the developer immediately prior to use, wherein the treatment composition may be pre-formulated into the styling or coloring or bleaching agent composition or developer composition. In another exemplary embodiment, the method may comprise applying the conditioning composition to the hair as a post-treatment composition after the hair has been treated and optionally rinsing or washing the hair.

The term "mixing" and all variations of this term as used herein means contacting or combining or recombining or dissolving or dispersing or blending or shaking the treatment composition with the shape-changing or color-changing composition. It may also mean that the treatment composition is introduced into a shape-changing or color-changing composition. It may also mean that the treatment composition is placed in the same vessel or container as the color-changing composition.

As another example, a treatment composition according to the present disclosure may be applied to hair after a hair treatment process such as a reduction step of a softening agent, a straightening agent, or a permanent wave. After the optional leave-in time, e.g., after about 5-20 minutes, such as about 10-15 minutes, the hair can optionally be blotted or rinsed, and the conditioning composition can then be applied to the hair, and optionally shampooed and/or rinsed. Without wishing to be bound by theory, it is believed that the reducing step of the method swells the hair cuticle, allowing it to accept the active ingredient from the treatment composition, and then the conditioning composition de-swells the hair cuticle, sealing off the active ingredient.

In other exemplary embodiments, the treatment composition, conditioning composition, or system comprising the treatment composition and conditioning composition may not be applied to the hair in conjunction with a color-changing or shape-changing composition or process. The treatment compositions, conditioning compositions, and/or systems comprising the treatment compositions and conditioning compositions are useful for providing cosmetic benefits to hair, such as shine, conditioning, fiber strength, and/or health appearance, and additionally, avoiding or minimizing damage to hair caused by chemical processes such as coloring, bleaching, styling, softening, and the like.

By way of non-limiting example only, the treatment composition according to the present disclosure may be mixed with a composition that does not contain an agent for altering the color or shape of the hair, may be applied directly to the hair, for example, simultaneously with a composition that does not contain an agent for altering the color or shape of the hair, or may be mixed with water and applied to the hair, and optionally may be shampooed and/or rinsed with the hair, after which the conditioning composition is applied.

In another exemplary embodiment, the method relates to a method of treating hair in which only a portion of the hair is subjected to a chemical process, such as a coloring process or a shape-changing process. For example, when highlighting hair, only certain portions of the hair on the consumer's head are treated with a bleaching or highlighting agent. However, different sections of hair may be treated (e.g., highlighted) during subsequent color-changing or shape-changing processes, thus causing greater damage to certain sections of hair over time. Thus, in such embodiments, it may be desirable to treat the entire head of hair with a treatment composition according to the present disclosure. Thus, in various embodiments, treatment compositions according to the present disclosure may be applied to certain portions of hair in conjunction with (e.g., mixed with) a bleaching or highlighting or coloring or styling process, while treatment compositions according to the present disclosure may be applied to other portions of hair that have not undergone a chemical process, e.g., in the form of a composition that is free of agents that color or style the hair. While some overlap of the treated portions of hair may occur, various embodiments contemplate that the treated hair will consist essentially of different portions of hair.

Accordingly, such methods of altering the color or shape of hair are within the scope of the present disclosure: wherein a first treatment composition is applied to a portion of hair, said first treatment composition comprising 2- (2-aminoethoxy) ethanol, at least one carboxylic acid selected from the group consisting of oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof, at least one solvent, and at least one agent for altering the color or shape of hair; and applying a second treatment composition to the additional hair portion, the second treatment composition comprising 2- (2-aminoethoxy) ethanol, at least one carboxylic acid selected from the group consisting of oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof, and at least one solvent, wherein the second treatment composition is free of an agent for altering the shape or color of the hair. The second treatment composition may be applied directly to the hair, for example, or may be mixed with water or, for example, a clear glaze component. Optionally, the conditioning compositions according to the present disclosure may also be applied to the hair, for example, a portion of the hair or the entire treated hair. In various embodiments, the at least one carboxylic acid in the first and second treatment compositions and/or conditioning compositions may be the same or different, and each at least one carboxylic acid is understood to be independently selected.

In various exemplary methods or processes, the treatment composition or mixture comprising the treatment composition may be applied to the hair, and after an optional leave-on time on the hair fibers, for example from about 1 to about 60 minutes, such as from about 5 to about 50 minutes, or for example from about 5 to about 30 minutes, or for example from about 10 to about 20 minutes, or for example about 20 minutes, the hair fibers may be rinsed, optionally washed with a shampoo, and rinsed again, the conditioning composition applied to the hair fibers, and after a second optional rest time, optionally washed with the hair conditioning composition, rinsed again, and then dried. The conditioning composition may be left on the hair for a resting or leave-on period of up to about 60 minutes, for example from about 1 to about 30 minutes or from about 5 to about 15 minutes. The shampoo and hair conditioning compositions can be any conventional hair shampoo and/or conditioner product.

In the method of treating hair, the temperature may be, for example, room temperature to 80 ℃, for example room temperature to 60 ℃, or room temperature to 40 ℃.

It has been found that the application of a treatment composition, a conditioning composition, or a system comprising a treatment composition and a conditioning composition to fibers, in combination with a process for changing the color and/or shape of the hair, results in a satisfactory enhancement or lightening of the color of the fibers, or change in the shape of the hair fibers, while strengthening and/or protecting the hair fibers, thereby minimizing damage to the hair fibers in at least some embodiments. In addition, when the compositions of embodiments comprise a colorant compound selected from oxidative dye precursors, direct dyes, pigments, or mixtures thereof, the fibers also have satisfactory coloration in terms of color deposition and the degree of chroma formation coloration desired, while providing reinforcement and/or protection to the hair fibers such that damage to the hair fibers is avoided or minimized in at least some embodiments.

It is to be understood that any degree of protection and/or strengthening and/or damage minimization may be imparted to the hair fibers without limitation. Additionally, this means that embodiments that do not impart fiber strength and/or protection and/or minimize damage to hair fibers are also within the scope of the present disclosure.

Reagent kit

Other embodiments of the present disclosure relate to kits for treating and/or changing hair color and/or shape. An exemplary embodiment of a kit for treating and/or altering the color of hair comprises:

A. a first compartment comprising a treatment composition comprising:

2- (2-aminoethoxy) ethanol;

at least one carboxylic acid; and

optionally at least one solvent; and

B. a second compartment comprising a conditioning composition comprising 2-2AEE neutralized with at least one carboxylic acid; and

C. optionally, one or more additional compartments containing at least one hair colorant or composition.

Other exemplary embodiments of kits for treating and/or altering hair color include:

A. a first compartment comprising a treatment composition comprising:

2- (2-aminoethoxy) ethanol;

at least one carboxylic acid; and

optionally at least one solvent; and

B. a second compartment comprising a conditioning composition comprising 2-2AEE and at least one carboxylic acid; and

C. optionally, one or more additional compartments comprising at least one agent or composition for hair coloring.

Wherein the first compartment and/or the second compartment comprises at least one acid selected from the group consisting of maleic acid, citric acid, malonic acid, or a mixture thereof.

An exemplary embodiment of a kit for treating and/or altering hair shape comprises:

A. a first compartment comprising a treatment composition comprising:

2- (2-aminoethoxy) ethanol;

at least one carboxylic acid; and

optionally at least one solvent; and

C. optionally, one or more additional compartments comprising at least one agent or composition for styling hair.

Other exemplary embodiments of kits for treating and/or altering hair shape include:

A. a first compartment comprising a treatment composition comprising:

2- (2-aminoethoxy) ethanol;

at least one carboxylic acid; and

optionally at least one solvent; and

C. optionally, one or more additional compartments containing at least one agent or composition for styling hair,

wherein the first compartment and/or the second compartment and/or the compartment comprises at least one acid selected from the group consisting of maleic acid, citric acid, malonic acid, or a mixture thereof. Other exemplary embodiments of kits for treating and/or altering hair shape include:

A. a first compartment comprising a treatment composition comprising:

2- (2-aminoethoxy) ethanol;

at least one carboxylic acid; and

optionally at least one solvent; and

wherein the first compartment and/or the second compartment and/or the one or more additional compartments are free or substantially free of maleic acid.

A. a first compartment comprising a treatment composition comprising:

2- (2-aminoethoxy) ethanol;

at least one carboxylic acid; and

optionally at least one solvent; and

wherein the first compartment and/or the second compartment and/or the compartment comprises at least one acid selected from the group consisting of maleic acid, citric acid, or a mixture thereof.

According to various embodiments, the at least one carboxylic acid in the hair treatment composition and/or hair conditioning composition of any of the foregoing kits may be independently selected from maleic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof. In some embodiments, the at least one carboxylic acid in the treatment composition and the conditioning composition in the first and second compartments of the kit is the same. In other embodiments, the at least one carboxylic acid in the treatment and conditioning compositions of the first and second compartments of the kit is different.

In some embodiments, the at least one carboxylic acid in the hair treatment composition and/or hair conditioning composition of the first and second compartments of the kit is independently selected from oxalic acid, malic acid, and combinations thereof. In other embodiments, the at least one carboxylic acid in the hair treatment composition and/or hair conditioning composition of the first and second compartments of the kit is independently selected from citric acid, malonic acid, oxalic acid, malic acid, glutaric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, sebacic acid, glyoxylic acid monohydrate, and combinations thereof. In other embodiments, the at least one carboxylic acid is selected from maleic acid, citraconic acid, fumaric acid, benzoic acid, and combinations thereof. In other embodiments, the carboxylic acid present in the treatment composition of the first compartment, the carboxylic acid present in the conditioning composition of the second compartment, or both, may be independently selected from a combination of two carboxylic acids selected from: malonic acid and citric acid; malonic acid and oxalic acid; malonic acid and maleic acid; malonic acid and malic acid; citric acid and oxalic acid; citric acid and maleic acid; citric acid and malic acid; oxalic acid and maleic acid; oxalic acid and malic acid; and maleic acid and malic acid. In other embodiments, the carboxylic acid present in the treatment composition of the first compartment, the carboxylic acid present in the conditioning composition of the second compartment, or both, may be independently selected from a combination of three or more carboxylic acids.

In various exemplary and non-limiting embodiments, at least one carboxylic acid present in the treatment compositions of any of the above compositions, systems, methods, and kits is selected from oxalic acid. In other exemplary and non-limiting embodiments, at least one carboxylic acid present in the treatment compositions of any of the above compositions, systems, methods, and kits is selected from malic acid.

It is to be understood that the term "the" or "an" as used herein means "at least one" and should not be limited to "only one" unless explicitly stated to the contrary. Thus, for example, reference to "a portion" includes an example having two or more such portions, unless the context clearly indicates otherwise.

Unless expressly stated otherwise, it is in no way intended that any method set forth herein be construed as requiring that its steps be performed in a specific order. Thus, if a method claim does not actually recite an order to be followed by its steps or it is not otherwise specifically stated in the claims or descriptions that the steps are to be limited to a specific order, it is not intended that any particular order be inferred.

Although the transitional phrase "comprising" may be used to disclose different features, elements, or steps of a particular embodiment, it should be understood that alternate embodiments are implied, including those embodiments that may be described using the transitional phrase "consisting of … …" or "consisting essentially of … …". Thus, for example, implied alternative embodiments to a process comprising a + B + C include embodiments in which the process consists of a + B + C and embodiments in which the process consists essentially of a + B + C. As noted above, the phrase "at least one of A, B and C" is intended to include "at least one a or at least one B or at least one C" and is also intended to include "at least one a and at least one B and at least one C".

All ranges and amounts given herein are intended to include subranges and amounts using any disclosed point as an endpoint. Thus, the range "1% to 10%, such as 2% to 8%, such as 3% to 5%" is intended to encompass the ranges "1% to 8%", "1% to 5%", "2% to 10%", and the like. All numbers, amounts, ranges, etc., whether explicitly stated or not, are intended to be modified by the term "about". Similarly, a range given as "about 1% to 10%" is intended to modify both the 1% and 10% endpoints with the term "about".

Notwithstanding that the numerical ranges and parameters setting forth the broad scope of the disclosure are approximations, the numerical values set forth in the specific examples are reported as precisely as possible unless otherwise indicated. Any numerical value, however, inherently contains certain errors necessarily resulting from the standard deviation found in their respective testing measurements. The following examples are intended to illustrate embodiments of the present disclosure, but are not limited thereto per se.

It will be apparent to those skilled in the art that various modifications and variations can be made in the delivery systems, compositions, and methods of the present invention without departing from the spirit or scope of the invention. Thus, it is intended that the present invention cover the modifications and variations of this invention provided they come within the scope of the appended claims and their equivalents.

Examples

Unless otherwise indicated, the amounts of the ingredients in the compositions/formulations described below are all expressed as weight percent based on the total weight of the composition.

Examples 1-1 to 1-13

Composition comprising a metal oxide and a metal oxide

The following exemplary treatment compositions were prepared comprising 2- (2-aminoethoxy) ethanol, at least one carboxylic acid, and at least one solvent. In table 1, the amounts given are weight% of the treatment compositions, and the pH of each treatment composition is about 3.0.

Table 1:

the exemplary treatment compositions of table 1 may be applied to the hair either before or after the color-altering composition, or may be mixed with the color-altering composition for simultaneous application with the color-altering composition.

The following conditioning compositions were prepared by mixing formulations 2b-1 to 2b-8 of table 2b into the components of table 2 a.

In tables 2a-2b, amounts are given as% by weight of the conditioning composition.

Table 2 a:

table 2 b:

preparation	2- (2-aminoethoxy) ethanol + carboxylic acid (pH 3.5)
		2b-1	1.474% oxalic acid + 1.72% 2- (2-aminoethoxy) ethanol
2b-2	1.7% malonic acid + 1.72% 2- (2-aminoethoxy) ethanol
		2b-3	1.933% succinic acid + 1.72% 2- (2-aminoethoxy) ethanol
2b-4	2.163% glutaric acid + 1.72% 2- (2-aminoethoxy) ethanol
		2b-5	2.195% malic acid + 1.72% 2- (2-aminoethoxy) ethanol
2b-6	2.457% tartaric acid + 1.72% 2- (2-aminoethoxy) ethanol
		2b-7	1.9% fumaric acid + 1.72% 2- (2-aminoethoxy) ethanol
2b-8	2.13% citraconic acid + 1.72% 2- (2-aminoethoxy) ethanol

As described herein, the conditioning composition prepared by mixing the formulations of table 2a and table 2b may be applied to the hair after the hair is treated with the treatment composition and/or the color-changing composition and/or the shape-changing composition.

Method

The following are examples of methods or processes for treating hair in vitro and in vivo.

EXAMPLE-in vitro bleaching Process

Conventional bleach (30g) and developer (30-60g) can be mixed with the treatment composition (8g), applied to the hair, and left on the hair for 50 minutes or more to achieve an elevation equivalent to 50 minutes of treatment with bleach standards. The process can be completed at room temperature. The hair may be rinsed, after which the conditioning composition (0.4g/g hair) is applied to the hair and left to stand at room temperature for 10 minutes, and then rinsed. The hair can be shampooed and rinsed, followed by application of the conditioning agent and rinsing.

EXAMPLE in vivo bleaching Process

Conventional bleach (30g) and developer (30-60g) can be mixed with the treatment composition (8g), applied to the hair, and left on the hair at room temperature for up to 50 minutes or until the desired lift is achieved. The hair can be rinsed, after which the conditioning composition (15g-30g) can be applied to the hair and left to stand at room temperature for 10 minutes, then rinsed. The hair can be shampooed and rinsed, followed by application of the conditioning agent and rinsing.

Example in vivo glazing Process

Conventional polish (glaze) (Shades EQ, 60g) and process solution (60g) can be mixed with the treatment composition (4g), applied to the hair, and left on the hair at room temperature for about 20 minutes. The hair can be rinsed, after which the conditioning composition (15-30g) can be applied to the hair and left to stand at room temperature for 10 minutes, then rinsed. The hair can be shampooed and rinsed, then the conditioner applied and rinsed.

Examples-in vivo bleaching and glazing Process

Conventional bleach (30g) and developer (30-60g) can be mixed with the treatment composition (8g), applied to the hair, and left on the hair at room temperature for about 50 minutes or until the desired lift is achieved. The hair can be rinsed and shampooed. Conventional polish (Shades EQ, 60g) and process solution (60g) may be mixed with the treatment composition (4g), applied to the hair, and left on the hair at room temperature for about 20 minutes. The hair can be rinsed and thereafter the conditioning composition (15-30g) can be applied to the hair and allowed to stand at room temperature for 10 minutes and then rinsed. The hair can be shampooed and rinsed, followed by application of the conditioning agent and rinsing.

In vitro treatment composition examples

The following exemplary treatment compositions listed in table 3 were prepared and adjusted to a pH of 3, unless otherwise indicated. In table 3, the amounts given are weight% of the treatment compositions, the balance of each composition being water. The hair treatment selected was a conventional standard bleach containing a bleaching composition (30g) and a developer (30-60g) was mixed with each treatment composition (8 g). Under the conditions described, the mixture was applied to a hair sample measured in parallel. The hair samples were then washed and evaluated. All the examples were carried out to reach the same boost level (brightening level). The time is adjusted accordingly. This enables a direct comparison of the extent of damage caused to the hair.

The evaluation of hair samples treated with the exemplary compositions was compared to the evaluation of hair samples treated with standard bleaching compositions, with an acid or amine alone, or with an acid or amine adjusted to a pH of about 3.

Results

Cysteic acid data

Since the amount of cysteic acid is an indication of the level of damaged hair, lower measured concentrations indicate that a particular composition provides a protective benefit to the hair fibers. Thus, the measured concentration of cysteic acid is an indicator for assessing fiber integrity. A 10% (relative change%) improvement is generally considered statistically significant and can increase fiber integrity.

A portion of the hair sample (specimen) was cut off and weighed to about 20mg, and hydrolyzed under strongly acidic conditions at 110 ℃ for 16 hours. Once hydrolyzed, the pH of the sample was adjusted to about 1.7 with lithium hydroxide solution and analyzed on a Hitachi amino acid analyzer Model 8900. Amino acid standards (reference AAS18) from Sigma Aldrich were used to calibrate the instrument and calculate the amino acid concentration for each treatment condition. The comparisons shown in table 3 below show the cysteic acid measurements for the compositions of table 3, compared to samples treated with standard bleach only (bleach and developer compositions) and to samples treated with compositions that do not contain 2-2AEE and at least one carboxylic acid.

Data of micro tensile testing machine

A fiber tensile tester from Dia-strong, called MTT (micro tensile tester), was used to evaluate the wet tensile strength of hair samples bleached with a standard bleaching composition comprising a treatment composition containing 2-2 AEE. For each sample, 50 fibers were run. By testing, young's modulus (elasticity, MPa) and breaking stress (force per unit area required to break the fiber, MPa) were determined. The test results are shown in table 4 below.

Raw data

Table 3: cysteic acid data

Table 4: MTT data

Based on the MTT results in table 4, it is evident that the combination of bleach with a combination of 2-2AEE and carboxylic acid provides greater improvement in elastic modulus and stress at break than bleach alone and other comparative examples for the same boost (level of lightening). Thus, the combination of 2-2AEE and carboxylic acid provides improved fracture resistance to hair treated with a mixture comprising the combination.

Intensity and touchTexture of the product

Hair samples treated with the exemplary treatment compositions were tested for tactile texture and compared to hair samples treated with 2-2AEE alone, 2-2AEE adjusted to a pH of about 3 with hydrochloric acid pH, carboxylic acid alone, and carboxylic acid adjusted to a pH of about 3 with sodium hydroxide pH.

Evaluation of the strength (hair is easy to comb and comb, with a higher than average bending strength) and tactile texture (smooth surface feel, maintaining elasticity when pulled) was done visually and by the feel of a professional evaluator on a sample of wet hair, each sample being evaluated for each property. The results are shown in table 5 and figures 1-5, where the increase (positive change) and decrease (negative change) are relative to the bleach standard (taken as baseline (0)).

Table 5: sensory data

2-2AEE + citric acid (FIG. 1)

2-2AEE + malonic acid (FIG. 2)

2-2AEE + malic acid (FIG. 3)

2-2AEE + maleic acid (FIG. 4)

2-2AEE + oxalic acid (FIG. 5)

As shown in table 5 and figures 1-5, the best combination of tactile texture and intensity was obtained from treatment compositions comprising 2-2AEE and at least one carboxylic acid.

Highlighting contrast

For comparative 1-2 below, the cysteic acid and MTT data were reproduced from the above table, but sensory data were not reproduced. It should be noted that the sensory conclusions are based on the data shown in the table of the previous sensory raw data section.

Comparison 1: oxalic acid +2-2AEE

Table 6: 2-2AEE + oxalic acid comparison

As shown in table 6, the combination of 2-2AEE and oxalic acid has significantly improved levels of cysteic acid, especially compared to amine alone, pH adjusted amine, or bleach alone. Based on the MTT results, such a combination of ingredients also showed improvements in elastic modulus and breaking stress compared to all examples in bleach alone and in comparison. Although oxalic acid alone reduced the cysteic acid level, it failed to provide internal fiber strength as measured by MTT. The above sensory data indicate that the combination provides a significant increase in strength and tactile texture over bleach alone, and a significant increase over oxalic acid alone, indicating that such a combination of ingredients imparts strength to the hair.

Comparison 2: malic acid +2-2AEE

Table 7: 2-2AEE + malic acid comparison

As shown in table 7, the combination of 2-2AEE and malic acid improved the cysteic acid level compared to all examples in the bleach and the comparison. Furthermore, based on the data obtained, this combination showed a synergistic effect compared to the amine and acid alone. According to the MTT results, such ingredient combinations also showed an increase in elastic modulus and breaking stress compared to all examples in the bleach alone and in the comparison. The sensory data above show that the combination has higher strength and tactile texture when compared to the individual bleaching agents in the data set and all other bleaching agent examples combined with additives.

Claims

1. A hair treatment composition comprising:

2- (2-aminoethoxy) ethanol present in an amount of from 0.001 to 15 wt% based on the weight of the hair treatment composition;

at least one carboxylic acid selected from: maleic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, and combinations thereof; and

at least one kind of solvent is used as the solvent,

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

wherein the at least one carboxylic acid is present in an amount of from 0.01 wt% to 30 wt% based on the weight of the hair treatment composition.

2. The hair treatment composition of claim 1, wherein the at least one carboxylic acid is selected from the group consisting of citric acid, malonic acid, oxalic acid, malic acid, glutaric acid, succinic acid, adipic acid, tartaric acid, sebacic acid, and combinations thereof, or wherein the at least one carboxylic acid is selected from the group consisting of maleic acid, citraconic acid, fumaric acid, and combinations thereof.

3. The hair treatment composition according to claim 1 or 2, wherein the at least one carboxylic acid is present in an amount of from 4 wt% to 25 wt%, based on the weight of the hair treatment composition.

4. A hair treatment composition according to claim 1 or 2, wherein the 2- (2-aminoethoxy) ethanol is present in an amount of up to 15 wt%, based on the weight of the hair treatment composition.

5. The hair treatment composition of claim 1 or 2, wherein the solvent is selected from the group consisting of water, cosmetically acceptable organic solvents, and combinations thereof.

6. The hair treatment composition according to claim 1 or 2, further comprising at least one anionic surfactant, cationic surfactant, amphoteric surfactant and/or at least one conditioning agent.

7. A hair treatment system comprising:

(a) a hair treatment composition comprising:

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

wherein the at least one carboxylic acid is present in an amount of from 0.01 wt% to 30 wt% based on the weight of the hair treatment composition;

and

(b) a hair conditioning composition comprising:

2- (2-aminoethoxy) ethanol present in an amount of from 0.1 to 5 wt.%, based on the weight of the hair conditioning composition;

at least one carboxylic acid selected from: maleic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof; and

at least one additive;

wherein the at least one carboxylic acid is present in an amount of from 0.5 wt% to 10 wt% based on the weight of the hair conditioning composition.

8. The hair treatment system of claim 7, wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from the group consisting of citric acid, malonic acid, oxalic acid, malic acid, glutaric acid, succinic acid, adipic acid, tartaric acid, sebacic acid, and combinations thereof; or wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from maleic acid, citraconic acid, fumaric acid, and combinations thereof; or wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from maleic acid, citraconic acid, fumaric acid, and combinations thereof.

9. The hair treatment system of claim 7 or 8, further comprising a composition or agent for coloring or styling hair.

10. A hair treatment system comprising:

(a) a hair treatment composition comprising:

at least one carboxylic acid selected from oxalic acid and malic acid; and

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

wherein the at least one carboxylic acid is present in an amount of from 0.01 wt% to 30 wt%, based on the weight of the hair treatment composition;

and

(b) a hair conditioning composition comprising:

at least one carboxylic acid selected from oxalic acid and malic acid; and

at least one additive selected from the group consisting of,

11. The hair treatment system of claim 10, further comprising a composition or agent for coloring or styling hair.

12. A method of treating hair, the method comprising:

(a) applying a hair treatment composition to hair, the hair treatment composition comprising:

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

and

(b) optionally shampooing and/or rinsing the hair;

(c) applying a hair conditioning composition to hair, the hair conditioning composition comprising:

at least one carboxylic acid selected from the group consisting of maleic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof; and

at least one additive;

wherein the at least one carboxylic acid is present in an amount of from 0.5 wt% to 10 wt%, based on the weight of the hair conditioning composition,

and

(d) optionally shampooing and/or rinsing the hair.

13. The method of claim 12, wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from the group consisting of oxalic acid, malic acid, maleic acid, and combinations thereof.

14. A method of changing the color of hair, the method comprising:

(a) applying a treatment composition to hair, the treatment composition comprising:

at least one carboxylic acid selected from the group consisting of maleic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, and combinations thereof; and

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

(b) optionally shampooing and/or rinsing the hair;

(c) applying a color-changing composition comprising at least one bleaching agent, at least one colorant compound, or a combination thereof to the hair before, after, or simultaneously with the application of the hair treatment composition;

(d) optionally shampooing and/or rinsing the hair;

(e) applying a hair conditioning composition to hair, the hair conditioning composition comprising:

at least one additive;

and

(f) optionally shampooing and/or rinsing the hair.

15. A method of treating hair, the method comprising:

at least one carboxylic acid selected from the group consisting of oxalic acid, malic acid, and combinations thereof; and

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

(b) optionally shampooing and/or rinsing the hair;

at least one additive;

and

(d) optionally shampooing and/or rinsing the hair.

16. A method of changing the color of hair, the method comprising:

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

(b) optionally shampooing and/or rinsing the hair;

(d) optionally shampooing and/or rinsing the hair;

at least one additive;

and

(f) optionally shampooing and/or rinsing the hair.

17. A multi-compartment kit for altering the color or shape of hair, the kit comprising:

(a) a first compartment comprising a hair treatment composition comprising:

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

(b) a second compartment comprising a hair conditioning composition comprising:

at least one carboxylic acid selected from maleic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylic acid monohydrate, and combinations thereof; and

at least one additive;

and

(c) optionally, one or more additional compartments containing at least one agent for coloring or styling hair.

18. A multi-compartment kit for altering the color or shape of hair, the kit comprising:

(a) a first compartment comprising a hair treatment composition comprising:

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not comprise hydrogen peroxide and,

(b) a second compartment comprising a hair conditioning composition comprising:

at least one carboxylic acid selected from the group consisting of oxalic acid, malic acid, maleic acid, and combinations thereof;

and

at least one additive;

and optionally, one or more additional compartments containing at least one agent for coloring or styling hair.

19. A method of treating hair, the method comprising:

(a) after the reducing step of the hair styling process, applying to the hair a treatment composition comprising:

at least one solvent;

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

(b) optionally leaving the treatment composition on the hair for a treatment time of 5 to 20 minutes;

(c) optionally blotting or rinsing the hair; and

(d) applying a conditioning composition to hair, the conditioning composition comprising:

at least one additive;

and

(e) optionally shampooing and/or rinsing the hair.

20. The method of claim 19, wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from the group consisting of citric acid, malonic acid, oxalic acid, malic acid, glutaric acid, succinic acid, adipic acid, tartaric acid, sebacic acid, and combinations thereof; or wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from oxalic acid, malic acid, maleic acid, and combinations thereof; or wherein the at least one carboxylic acid present in the hair treatment composition and/or hair conditioning composition is independently selected from maleic acid, citraconic acid, fumaric acid, and combinations thereof.

21. A method of treating hair, the method comprising:

at least one carboxylic acid selected from the group consisting of oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, citric acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, and combinations thereof; and

at least one kind of solvent is used as the solvent,

wherein the hair composition has a pH in the range of 2 to 4,

the hair composition does not contain hydrogen peroxide and,

22. The hair treatment system of claim 9, wherein the composition for coloring or styling hair comprises a hair treatment composition.

23. The hair treatment system of claim 9, wherein the agent for coloring hair is selected from the group consisting of a bleach, a colorant compound, or a combination thereof.

24. The hair treatment system of claim 23, wherein the at least one colorant compound is selected from the group consisting of oxidation dyes, direct dyes, pigments and mixtures thereof, and/or the agent for styling hair is selected from the group consisting of agents for straightening hair, softening hair or permanent waving hair.

25. The hair treatment system of claim 24, wherein the at least one bleaching agent is selected from the group consisting of peroxides, peracids, bromates, salts thereof, and mixtures thereof.

26. The hair treatment system of claim 25 wherein the at least one bleaching agent is selected from the group consisting of persulfates, perborates, percarbonates.

27. The hair treatment composition of claim 1, wherein the at least one carboxylic acid is selected from the group consisting of oxalic acid, malic acid, and combinations thereof.

28. The hair treatment composition according to claim 10, wherein the at least one carboxylic acid in the hair conditioning composition is selected from malic acid.