WO2025129288A1

WO2025129288A1 - Compositions and methods for treating keratin fibers

Info

Publication number: WO2025129288A1
Application number: PCT/BR2023/050477
Authority: WO
Inventors: Pedro Henrique CARVALHO; Beatriz TAVARES FERREIRA
Original assignee: LOreal SA
Current assignee: LOreal SA
Priority date: 2023-12-20
Filing date: 2023-12-20
Publication date: 2025-06-26
Anticipated expiration: 2026-06-20
Also published as: FR3157166A3; FR3157166B3

Abstract

The disclosure relates to compositions and methods for treating keratin fibers, such as hair. The compositions comprise (a) at least one amino acid, (b) at least one osmolyte, (c) at least one carboxylic acid, (d) at least one cationic surfactant, and (e) at least one solvent. The methods comprise applying the compositions to the keratin fibers.

Description

COMPOSITIONS AND METHODS FOR TREATING KERATIN FIBERS TECHNICAL FIELD

The present disclosure relates to compositions and methods for treating keratin fibers, such as hair, for example for repairing damaged keratin fibers, providing strength to keratin fibers, and/or for reducing elasticity of keratin fibers.

BACKGROUND

Consumers use cosmetic compositions and processes to change or enhance the appearance of their hair, e.g., by changing the color, style, and/or shape of the hair, and/or by imparting various properties to hair, such as shine and conditioning. However, many compositions and processes for changing the appearance of the hair, such as compositions and processes for permanently altering the color or shape of the hair, involve harsh chemical treatments. Additionally, repeated styling can lead to damaged hair, for example due to repeated use of heat and styling tools. All of these processes can break bonds within the hair fibers, which if not reformed results in damaged hair.

For example, hair lightening and dyeing compositions and processes generally require the presence of a strong alkalizing agent such as ammonia, as well as additional compounds such as oxidizing agents. In order to alter the color of the hair, these components must first break down the natural components in the hair fibers. Similarly, hair straightening, relaxing, and permanent waving compositions also involve harsh chemicals to change the shape of the hair by breaking the disulfide bonds in the hair fibers.

It is known that, while such processes effectively alter the color and shape of the hair, the chemical agents used inherently result in damage to the hair and negatively impact the strength, elasticity, and porosity of the hair fibers. For example, hair that has been bleached, dyed, relaxed, straightened, waved, repeatedly styled, etc., is often dry, frizzy, and generally unhealthy in feel and appearance. Additionally, the damaged hair is brittle and/or has increased elasticity, which result in greater incidence of hair breakage. As such, consumers seek compositions and processes for preventing or minimizing such damage and/or for repairing hair that has been damaged by these treatments and processes. In particular, consumers desire hair that is strong, does not break easily, is able to be stretched or manipulated while retaining the ability to return to its original state without breakage (i.e. has decreased elasticity), and that feels soft and healthy to the touch and also appears shiny and healthy. However, formulating compositions that satisfactorily address these issues has proven to be challenging. For example, some compositions that attempt to address the problem simply coat the hair with compounds that can improve the feel and appearance of the hair; however, this approach is only temporary and superficial. Instead of preventing or repairing hair damage, this approach simply masks the damage until the hair is next rinsed or washed. Other compositions attempt to address the damage within the hair fiber, but to date have not been satisfactory.

The present inventors have now discovered a synergistic combination of components that is surprisingly effective for preventing or minimizing hair damage and treating damaged hair. Hair treated with compositions according to the disclosure exhibit surprisingly reduced signs of damage including greater strength and/or decreased elasticity, in particular hair that has been damaged by harsh chemical treatments such as bleaching, dyeing, permanent waving, straightening, relaxing, etc.

SUMMARY

The present disclosure relates to compositions and methods for treating keratin fibers, e.g. human hair, for example for preventing, minimizing, or repairing hair damage such as damage caused by harsh chemical compositions and processes. The compositions comprise a synergistic combination of one or more amino acids, one or more osmolytes, and one or more carboxylic acids, and the methods comprise applying a composition according to the disclosure to the keratin fibers, for example hair that has been or will be chemically treated. The compositions are surprisingly stable with a lasting texture even when subjected to high temperatures.

In various embodiments, the disclosure relates to compositions for treating keratin fibers, such as hair, the compositions comprising (a) at least one amino acid, (b) at least one osmolyte, (c) at least one carboxylic acid, (d) at least one cationic surfactant, and (e) at least one solvent. The pH of the compositions is generally less than 7 or less than about 6, for example ranging from about 2 to about 5, or from about 3 to about 4. The compositions are surprisingly stable.

In some embodiments the compositions comprise at least one amino acid chosen from basic amino acids, for example arginine, histidine, lysine, salts thereof, or combinations thereof. In various embodiments, the total amount of basic amino acids and salts thereof ranges from about 0.1% to about 15%, preferably from about 1 % to about 12%, more preferably from about 2% to about 10%, more preferably still from about 3% to about 7%, most preferably from about 4% to about 6% by weight, relative to the total weight of the composition. In further embodiments the compositions comprise at least one amino acid chosen from acidic or neutral amino acids and salts thereof, for example serine. In various embodiments, the total amount of acidic and/or neutral amino acids and salts thereof ranges from about 0.01 % to about 5%, preferably from about 0.05% to about 4%, more preferably from about 0.1 % to about 3%, most preferably from about 0.25% to about 2.5% by weight, relative to the total weight of the composition. In still further embodiments, the compositions comprise a mixture of basic, acidic, and/or neutral amino acids, for example the compositions may comprise arginine and serine. In various embodiments, the total amount of amino acids and salts thereof present in the composition ranges from about 0.1 % to about 15%, preferably from about 1 % to about 12%, more preferably from about 2% to about 10%, more preferably still from about 3% to about 7%, and most preferably from about 4% to about 6% by weight, relative to the total weight of the composition.

In some preferred embodiments, compositions according to the disclosure comprise one or more amino acids chosen from glycine, proline, methionine, serine, arginine, lysine, histidine, salts of any of the foregoing (in particular alkali metal, alkaline earth metal, or zinc salts), and combinations of two or more thereof.

In various embodiments, the compositions comprise at least one osmolyte chosen from carbohydrate sugars, methylsulfonium compounds, polyamines, and/or amino acid derivatives such as betaines, preferably chosen from compounds of formula (II). In various embodiments, the total amount of osmolytes present in the composition ranges from about 0.01 % to about 10%, preferably from about 1 % to about 5%, more preferably from about 1 .25% to about 4%, more preferably still from about 1 .5% to about 3%, most preferably from about 2% to about 2.5% by weight, relative to the total weight of the composition. In various embodiments, the composition has a weight ratio of the total amount of amino acids to the total amount of osmolytes that is equal to or greater than about 0.5, such as greater than about 1 , preferably ranging from about 1.25 to about 3.5, more preferably from about 1.5 to about 3, more preferably still from about 1 .75 to about 2.5, most preferably from about 1 .75 to about 2.25.

In various embodiments, the at least one carboxylic acid is chosen from oxalic acid, malonic acid, glutaric acid, succinic acid, adipic acid, glycolic acid, citric acid, tartaric acid, malic acid, maleic acid, lactic acid, salts thereof, or combinations of two or more thereof, and preferably citric acid, lactic acid, salts thereof, or combinations of two or more thereof. Optionally, the total amount of carboxylic acids and salts thereof may range from about 0.5% to about 20%, preferably from about 1 % to about 15%, more preferably from about 3% to about 12%, more preferably still from about 4% to about 10%, and most preferably from about 5% to about 7% by weight, relative to the total weight of the composition. In various embodiments, the composition has a weight ratio of the total amount of amino acids and salts thereof to the total amount of carboxylic acids and salts thereof of greater than about 0.5, such as greater than about 0.7, preferably ranging from about 0.75 to about 2, and more preferably from about 0.8 to about 1 .5.

The compositions comprise at least one cationic surfactant. Cationic surfactants may, for example, be chosen from optionally polyoxyalkylenated primary, secondary, or tertiary fatty amine salts, quaternary ammonium salts, or combinations of two or more thereof. Useful quaternary ammonium salts include those of formulae ( 11 l)-(VI), for example cetrimonium chloride and/or behentrimonium chloride, and useful fatty amine salts include, for example, stearamidopropyl dimethylamine, palmitamidopropyl dimethylamine, lauramidopropyl dimethylamine, behenamidopropyl dimethylamine, or combinations of two or more thereof, preferably stearamidopropyl dimethylamine. Optionally, the total amount of cationic surfactants may range from about 0.01% to about 10%, preferably from about 0.5% to about 8%, more preferably from about 1 % to about 6%, and most preferably from about 2% to about 5% by weight, relative to the total weight of the composition. In various embodiments, the composition has a weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants greater than about 1 and up to about 20, for example from about 1 to about 10, preferably from about 1 .25 to about 8, more preferably from about 1 .5 to about 6, more preferably still from about 1 .75 to about 5, and most preferably from about 2 to about 4.

The solvent included in the composition may comprise water and/or at least one non-aqueous solvent, and in some embodiments comprises water and at least one non-aqueous solvent. Optionally, the compositions comprise water and at least one non-aqueous solvent, and have a total amount of non-aqueous solvents ranging from about 1 % to about 20%, preferably from about 5% to about 20%, more preferably from about 5% to about 15%, and most preferably from about 8% to about 12% by weight, relative to the total weight of the composition. The compositions may optionally also include at least one additional component chosen from fatty compounds, additional surfactants such as amphoteric surfactants, thickening agents, or combinations thereof.

In certain embodiments, the composition may comprise (a) at least one amino acid and/or a salt thereof, (b) at least one betaine, preferably at least one compound of formula (II), for example glycine betaine, in an amount of from about 1% to about 5% by weight, relative to the total weight of the composition, (c) at least one carboxylic acid and/or a salt thereof, (d) at least one cationic surfactant, (e) at least one solvent, and (f) optionally at least one additional component chosen from fatty compounds, additional surfactants, thickening agents, or combinations thereof. For example, in at least some embodiments, the composition comprises arginine and the total amount of amino acids ranges from about 1 % to about 10% by weight, relative to the total weight of the composition, and wherein the total amount of carboxylic acids ranges from about 0.5% to about 20% by weight, relative to the total weight of the composition. The pH of the compositions is generally less than 7, for example ranging from about 2 to about 5, or from about 3 to about 4. In various embodiments, the total amount of non-aqueous solvents ranges from about 1 % to about 20%, preferably from about 2% to about 18%, more preferably from about 3% to about 15%, and most preferably from about 4% to about 12% by weight, relative to the total weight of the composition. In some embodiments, the composition has a weight ratio of the total amount of amino acids and salts thereof, for example arginine, serine, salts thereof, or combinations thereof, to the total amount of betaines, preferably chosen from compounds of formula (II) and salts thereof, for example glycine betaine, that is greater than about 0.5, such as greater than about 1 , preferably from about 1 .25 to about 3.5, more preferably from about 1 .5 to about 3, more preferably still from about 1 .75 to about 2.5, and most preferably from about 1 .75 to about 2.25. In some embodiments, the composition has a weight ratio of the total amount of amino acids and salts thereof to the total amount of carboxylic acids and salts thereof that is greater than about 0.5 such as greater than about 0.7, preferably ranging from about 0.75 to about 2, more preferably from about 0.8 to about 1 .5. In some embodiments, the composition has a weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants that is greater than about 0.5, greater than about 0.75, or greater than about 1 , and up to about 20, for example from about 1 to about 10, preferably from about 1 .25 to about 8, more preferably from about 1 .5 to about 6, more preferably still from about 1 .75 to about 5, and most preferably from about 2 to about 4.

In preferred embodiments, the compositions comprise (a) at least one amino carboxylic acid or a salt thereof, preferably chosen from arginine and/or a salt thereof, (b) at least one betaine derivative, preferably chosen from glycine betaine, (c) at least one carboxylic acid, preferably chosen from citric acid, lactic acid, and/or salts thereof, (d) at least one cationic surfactant, and (e) water. For example, the composition may comprise (a) from about 4% to about 6% of arginine and/or a salt thereof, (b) from about 0.5% to about 3.5% of glycine betaine, (c) at least one carboxylic acid, preferably chosen from citric acid, lactic acid, and/or salts thereof, (d) at least one cationic surfactant, (e) water and at least one non-aqueous solvent, and (f) optionally serine, wherein the total amount of carboxylic acids and salts thereof ranges from about 2% to about 10%, and wherein all amounts are by weight, relative to the total weight of the composition. The pH of the compositions is generally less than 7, for example ranging from about 2 to about 5, or from about 3 to about 4. In various embodiments, the total amount of non-aqueous solvents ranges from about 1 % to about 20%, preferably from about 5% to about 20%, more preferably from about 5% to about 15%, and most preferably from about 8% to about 12% by weight, relative to the total weight of the composition. In some embodiments, the composition has a weight ratio of the total amount of amino acids and salts thereof to glycine betaine of greater than 1 , preferably from about 1 .25 to about 3.5, more preferably from about 1 .5 to about 3, more preferably still from about 1 .75 to about 2.5, and most preferably from about 1 .75 to about 2.25. In some embodiments, the composition has a weight ratio of the total amount of amino acids and salts thereof to the total amount of carboxylic acids and salts thereof that is greater than about 0.5 such as greater than about 0.7, preferably ranging from about 0.75 to about 2, more preferably from about 0.8 to about 1 .5. In some embodiments, the composition has a weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants that is greater than about 0.5, greater than about 0.75, or greater than about 1 , and up to about 20, for example from about 1 to about 10, preferably from about 1 .25 to about 8, more preferably from about 1 .5 to about 6, more preferably still from about 1 .75 to about 5, and most preferably from about 2 to about 4. In some embodiments, the compositions include at least one additional component chosen from fatty compounds, additional surfactants, thickening agents, or combinations thereof. If present, the compositions comprise serine in an amount ranging from about 0.01% to about 2%, preferably from about 0.05% to about 1 .5%, more preferably from about 0.05% to about 1 %, and most preferably from about 0.05% to about 0.5% by weight, relative to the total weight of the composition. When the compositions comprise serine, the compositions may optionally have a weight ratio of the total amount of amino acids to serine of greater than about 2, preferably ranging from about 2 to about 15, more preferably from about 4 to about 14, more preferably still from about 6 to about 13, and most preferably from about 8 to about 12. When the compositions comprise serine, the compositions may optionally have a weight ratio of glycine betaine to serine of greater than about 2, preferably ranging from about 2 to about 10, more preferably from about 3 to about 8, more preferably still from about 3.5 to about 7, and most preferably from about 4 to about 6.

The disclosure further relates to methods of treating keratin fibers, preferably hair, comprising applying a composition according to the disclosure to the keratin fibers.

BRIEF DESCRIPTION OF THE FIGURES

FIG. 1 is a graph showing the elasticity of hair fibers of swatches S17- S21 after five treatments.

FIGS. 2A-2B are graphs showing the break stress of hair fibers treated with compositions according to the disclosure and comparative compositions.

FIGS. 3A-3B show the structure of certain exemplary osmolytes that can be included in compositions according to the disclosure.

DETAILED DESCRIPTION

The disclosure relates to compositions and methods for treating keratin fibers, such as hair, for example for repairing damaged keratin fibers, providing strength to keratin fibers, and/or reducing elasticity of keratin fibers. The compositions are surprisingly stable with a lasting texture even when subjected to high temperatures.

I. COMPOSITIONS

The compositions according to the present disclosure comprise (a) at least one amino acid, (b) at least one osmolyte, (c) at least one carboxylic acid, (d) at least one cationic surfactant, and (e) at least one solvent. The compositions may optionally comprise one or more additional components.

Amino Acids

Compositions according to the disclosure comprise at least one amino acid. Optionally, in various embodiments, compositions according to the disclosure can comprise one, two, or three amino acids. Amino acids that can be chosen include those that are basic, acidic, or neutral at neutral pH. In preferred embodiments, compositions include at least one basic amino acid.

As used herein, the term “amino acid” includes amino carboxylic acids and salts thereof as well as amino sulfonic acids and salts thereof. As used herein, amino acids are understood to refer to organic compounds containing a carboxylic acid group

( — COOH) (amino carboxylic acids) and/or sulfonic acid group ( — S(=O)2-OH) (amino sulfonic acids) and an amino group ( — NH2) which may be primary or secondary, or may be intra-cyclic, along with a side chain (R group) specific to each amino acid.

Amino carboxylic acids that may be chosen include, for example, alanine, arginine, asparagine, aspartic acid, cysteine, glutamic acid, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, and combinations of two or more thereof. Exemplary amino sulfonic acids include aminomethane sulfonic acid, 2-aminoethane sulfonic acid (taurine), aminopropane sulfonic acid, aminobutane sulfonic acid, aminohexane sulfonic acid, aminoisopropyl sulfonic acid, aminododecyl sulfonic acid, aminobenzene sulfonic acid, aminotoluene sulfonic acid, sulfanilic acid, chlorosu Ifani lie acid, diamino benzene sulfonic acid, amino phenol sulfonic acid, amino propyl benzene sulfonic acid, amino hexyl benzene sulfonic acid, and combinations of two or more thereof.

Salts of amino acids are also included in the term “amino acid,” whether or not so stated. By way of non-limiting example, salts that may be chosen include salts with organic or mineral bases, for example the salts of alkali metals, such as the lithium, sodium, or potassium salts; the salts of alkaline earth metals, such as the magnesium or calcium salts, and the zinc salts.

Furthermore, amino acids can be in either the D-, L-, or DL- configuration. In some preferred embodiments, it is advantageous to choose amino acids in the L- configuration, for example L-proline, L-methionine, L-serine, L-arginine, L-lysine, or combinations of two or more thereof.

In some embodiments it is particularly advantageous to choose one or more amino carboxylic acids. Thus, in various embodiments, the compositions according to the disclosure comprise one or more amino acids of formula (I):

wherein:

- p is an integer equal to 1 or 2, and - when p = 1 , R forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 ring members, it being possible for this ring to be substituted by one or more groups chosen from hydroxyl or (C1 -C4)alkyl ; or

- when p = 2, R represents a hydrogen atom or a saturated, linear, or branched (C1 - C12)alkyl group, preferably a (C1 -C4)alkyl group, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -NH-, or -C(NH)-, and/or optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH2), -SH, - COOH,

-CONH2, — N H— C(N H)— N H2, or an imidazole ring. In some embodiments when p = 1 , R forms, together with the nitrogen atom, a saturated heterocycle comprising 5 ring members, this ring not being substituted.

In some embodiments when p = 2, R represents a hydrogen atom or a saturated, linear, or branched (C1 -C4)alkyl group, optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH2), -CONH2, or -NH-C(NH)- NH2, or an imidazole ring. In some embodiments p is preferably 2.

In some embodiments, the compositions comprise one or more amino acids chosen from glycine, proline, methionine, serine, arginine, lysine, histidine, salts of any of the foregoing (in particular alkali metal, alkaline earth metal, or zinc salts), or combinations of two or more thereof. In at least certain embodiments, the amino acid compounds in the composition consist essentially of or consist of amino acids chosen from glycine, proline, methionine, serine, arginine, lysine, histidine, salts of any of the foregoing (in particular alkali metal, alkaline earth metal, or zinc salts), or combinations of two or more thereof. In some embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of glycine and/or salts thereof. In other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of arginine and/or salts thereof. In other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of proline and/or salts thereof. In still other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of methionine and/or salts thereof. In other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of serine and/or salts thereof. In still other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of arginine and/or salts thereof. In other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of histidine and/or salts thereof. In still other embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of lysine and/or salts thereof. In still further embodiments, the amino acid(s) useful in the compositions may comprise, consist essentially of, or consist of basic amino acids and/or salts thereof.

In various embodiments, the total amount of amino acids may range from about 0.1 % to about 15%, such as about 0.1 % to about 12%, about 0.1 % to about 10%, about 0.1 % to about 9%, about 0.1 % to about 8%, about 0.1 % to about 7%, about 0.1 % to about 6%, about 0.1 % to about 5.5%, about 0.1 % to about 5%, about 0.1 % to about 4.5%, about 0.1% to about 4%, about 0.1 % to about 3.5%, about 0.1 % to about 3%, about 0.1 % to about 2.5%, about 0.1 % to about 2%, about 0.1 % to about 1 .5%, about 0.1% to about 1%, about 0.5% to about 15%, about 0.5% to about 12%, about 0.5% to about 10%, about 0.5% to about 9%, about 0.5% to about 8%, about 0.5% to about 7%, about 0.5% to about 6%, about 0.5% to about 5.5%, about 0.5% to about 5%, about 0.5% to about 4.5%, about 0.5% to about 4%, about 0.5% to about 3.5%, about 0.5% to about 3%, about 0.5% to about 2.5%, about 0.5% to about 2%, about

0.5% to about 1.5%, about 0.5% to about 1%, about 1% to about 15%, about 1 % to about 12%, about 1 % to about 10%, about 1% to about 9%, about 1 % to about 8%, about 1 % to about 7%, about 1 % to about 6%, about 1 % to about 5.5%, about 1 % to about 5%, about 1 % to about 4.5%, about 1 % to about 4%, about 1 % to about 3.5%, about 1 % to about 3%, about 1 % to about 2.5%, about 1 % to about 2%, about 1 % to about 1 .5%, about 1 .5% to about 15%, about 1 .5% to about 12%, about 1 .5% to about 10%, about 1 .5% to about 9%, about 1 .5% to about 8%, about 1 .5% to about 7%, about 1 .5% to about 6%, about 1 .5% to about 5.5%, about 1 .5% to about 5%, about 1 .5% to about 4.5%, about 1 .5% to about 4%, about 1 .5% to about 3.5%, about 1 .5% to about 3%, about 1 .5% to about 2.5%, about 1 .5% to about 2%, about 2% to about 15%, about 2% to about 12%, about 2% to about 10%, about 2% to about 9%, about 2% to about 8%, about 2% to about 7%, about 2% to about 6%, about 2% to about 5.5%, about 2% to about 5%, about 2% to about 4.5%, about 2% to about 4%, about 2% to about 3.5%, about 2% to about 3%, about 2% to about 2.5%, about 2.5% to about 15%, about 2.5% to about 12%, about 2.5% to about 10%, about 2.5% to about 9%, about 2.5% to about 8%, about 2.5% to about 7%, about 2.5% to about 6%, about 2.5% to about 5.5%, about 2.5% to about 5%, about 2.5% to about 4.5%, about 2.5% to about 4%, about 2.5% to about 3.5%, about 2.5% to about 3%, about 3% to about 15%, about 3% to about 12%, about 3% to about 10%, about 3% to about 9%, about 3% to about 8%, about 3% to about 7%, about 3% to about 6%, about 3% to about 5.5%, about 3% to about 5%, about 3% to about 4.5%, about 3% to about 4%, about 3% to about 3.5%, about 3.5% to about 15%, about 3.5% to about 12%, about 3.5% to about 10%, about 3.5% to about 9%, about 3.5% to about 8%, about 3.5% to about 7%, about 3.5% to about 6%, about 3.5% to about 5.5%, about 3.5% to about 5%, about 3.5% to about 4.5%, about 3.5% to about 4%, about 4% to about 15%, about 4% to about 12%, about 4% to about 10%, about 4% to about 9%, about 4% to about 8%, about 4% to about 7%, about 4% to about 6%, about 4% to about 5.5%, about 4% to about 5%, about 4% to about 4.5%, about 4.5% to about 15%, about 4.5% to about 12%, about 4.5% to about 10%, about 4.5% to about 9%, about 4.5% to about 8%, about 4.5% to about 7%, about 4.5% to about 6%, about 4.5% to about 5.5%, or about 4.5% to about 5% by weight, relative to the total weight of the composition. In preferred embodiments, the total amount of amino acids ranges from about 2.5% to about 7.5%, about 3% to about 7%, about 3.5% to about 6.5%, about 3.75% to about 6.25%, about 4% to about 6%, about 4.25% to about 5.75%, about 4.5% to about 5.5%, about 4.75% to about 5.25%, or about 4.8% to about 5.2% by weight, relative to the total weight of the composition. For example, the total amount of amino acids may be about 4.5%, about 4.6%, about 4.7%, about 4.8%, about 4.9%, about 5.0%, about 5.1 %, about 5.2%, about 5.3%, about 5.4%, or about 5.5% by weight, relative to the total weight of the composition, including all ranges and subranges using any of the foregoing as upper and lower limits. In some preferred embodiments, the compositions comprise a total amount of basic amino acids in any of the foregoing ranges and amounts.

In one preferred embodiment, the compositions comprise arginine and/or a salt thereof. In another preferred embodiment, where more than one amino acid is present, arginine is present in the composition in an amount greater than the combined amounts of the other amino acid(s) present, for example arginine comprises greater than about 50%, such as greater than about 60%, greater than about 70%, greater than about 80%, greater than about 90%, greater than about 95%, greater than about 98%, or greater than about 99% of all amino acids present in the composition. In a further preferred embodiment, arginine is the only the basic amino acid in the composition.

In various preferred embodiments, the composition comprises arginine in an amount ranging from about 1 % to about 10%, such as from about 2.5% to about 7.5%, preferably from about 3% to about 7%, more preferably from about 3.5% to about 6.5%, more preferably from about 3.75% to about 6.25%, more preferably from about 4% to about 6%, more preferably from about 4.25% to about 5.75%, more preferably still from about 4.5% to about 5.5%, yet more preferably from about 4.75% to about 5.25%, and most preferably from about 4.8% to about 5.2%, or may be present in an amount of about 4.5%, about 4.6%, about 4.7%, about 4.8%, about 4.9%, about 5.0%, about 5.1 %, about 5.2%, about 5.3%, about 5.4%, or about 5.5% by weight, relative to the total weight of the composition, including all ranges and subranges using any of the foregoing as upper and lower limits.

In another preferred embodiment, compositions according to the disclosure comprise serine and/or a salt thereof. If present, the amount of serine may range from about 0.01% to about 2%, such as from about 0.01 % to about 1 .5%, about 0.01 % to about 1 %, about 0.01 % to about 0.5%, about 0.01% to about 0.4%, about 0.01 % to about 0.3%, about 0.01% to about 0.2%, about 0.01 % to about 0.1 %, about 0.05% to about 2%, about 0.05% to about 1.5%, about 0.05% to about 1 %, about 0.05% to about 0.5%, about 0.05% to about 0.4%, about 0.05% to about 0.3%, about 0.05% to about 0.2%, about 0.05% to about 0.1 %, about 0.1 % to about 2%, about 0.1 % to about 1 .5%, about 0.1 % to about 1 %, or about 0.1 % to about 0.5% by weight, relative to the total weight of the composition. For example, in some preferred embodiments, the compositions may comprise serine in an amount ranging from about 0.05% to about 1 .5%, preferably from about 0.1 % to about 1 %, more preferably from about 0.25% to about 0.75%, and most preferably from about 0.4% to about 0.6%, such as about 0.1 %, about 0.25%, about 0.5%, about 0.75%, or about 1% by weight, relative to the total weight of the composition, including all ranges and subranges using any of the foregoing as upper and lower limits.

In some embodiments, it may be advantageous to include at least one basic amino acid and serine in compositions according to the disclosure, and to choose total amounts of basic amino acids and serine such that the composition has a weight ratio of the total amount of basic amino acids to the total amount of serine that is greater than about 2, such as greater than about 3, greater than about 4, greater than about 5, or greater than about 6. For example, the composition may have a weight ratio of the total amount of basic amino acids to the total amount of serine ranging from about 2 to about 15, such as from about 4 to about 14, from about 6 to about 13, from about

8 to about 12, or from about 9 to about 11. In further examples, the weight ratio of the total amount of basic amino acids to serine may be about 8, about 9, about 10, about 1 1 , or about 12. In some preferred embodiments, the composition comprises serine and has a weight ratio of the total amount of basic amino acids to serine ranging from about 2 to about 15, preferably from about 8 to about 12, more preferably from about

9 to about 11 , or is about 8, about 9, about 10, about 11 , or about 12, including all ranges and subranges using any of the foregoing as upper and lower limits.

In still further preferred embodiments, the compositions comprise serine and arginine, and have a weight ratio of arginine to serine ranging from about 2 to about 15, preferably from about 8 to about 12, more preferably from about 9 to about 1 1 , or is about 8, about 9, about 10, about 1 1 , or about 12, including all ranges and subranges using any of the foregoing as upper and lower limits.

Osmolytes

Osmolytes are molecules, typically of lower molecular weight, used by cells to maintain cell volume, regulate osmotic pressure, and maintain cellular homeostasis, for example in response to environmental stressors. Organic osmolytes include amino carboxylic acids, amino sulfonic acids, salts thereof, and derivatives thereof, carbohydrates such sugars and sugar alcohols (polyols), polyamines, betaines, methylsulfonium compounds (e.g. dimethylsulfonopropionate), and urea. For purposes of this disclosure, “osmolytes” includes derivatives of amino carboxylic acids, derivatives of amino sulfonic acids, and salts of the derivatives (referred to herein collectively as “amino acid derivatives”), but does not include amino carboxylic acids, amino sulfonic acids, or salts thereof which are described above, and does not include polyols.

Compositions according to the disclosure comprise one or more osmolytes, preferably one or more organic osmolytes. In some embodiments, the compositions comprise more than one osmolyte. Without intending to be bound by theory, it is believed that the use of osmolytes according to the disclosure permits treated hair to maintain moisture equilibrium, thus reducing potential damage to the hair, or restores moisture equilibrium to already-damaged hair, thereby allowing the treated hair to recover strength and/or reduced elasticity associated with healthy hair.

In preferred embodiments, useful osmolytes are chosen from carbohydrate sugars, polyamines, amino acid derivatives such as betaines, and more preferably are chosen from compounds of formula (II) or salts thereof:

(R1 )(R2)(R3)m-A⁺-CR4R5-(X)_n-Y-

(H) wherein:

R1 , R2, and R3 are independently chosen from C1 -C4 alkyl groups, preferably C1 -C2 alkyl groups, more preferably methyl;

A is N or S; m and n are independently 0 or 1 ;

X is a divalent alkyl group (= an alkylene group), linear or branched, saturated or unsaturated, having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, optionally substituted by one or more groups chosen from hydroxyl (- OH) or amino (-NH2); and

Y’ is -COO- or -OSO3-; with the provisos that: o when A is S, then m = 0 and R4 and R5 are independently chosen from a hydrogen atom or a saturated, unsaturated, linear, branched, and/or cyclic (including aromatic and polycyclic chains), (C1 -C10) hydrocarbon chain, preferably (C1 -C6), more preferably (C1 -C4); optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH- or -C(NH)- and/or optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH2), -SH, -COOH, or -CONH2; o when A is N and m = 0, R4 represents a hydrogen atom or a saturated, linear or branched (C1 -C8)alkyl, preferably (C1 -C4)alkyl, group; and R5 forms, with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 to 6 ring members, it being possible for this ring to be substituted by one or more groups chosen from hydroxyl or (C1 -C4)alkyl; and o when A is N and m = 1 , then R4 and R5 are independently chosen from a hydrogen atom or a saturated, unsaturated, linear, branched and/or cyclic (including aromatic and polycyclic chains) (C1 -C10) hydrocarbon chain, preferably (C1 -C6), more preferably (C1 -C4); optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH- or -C(NH)- and/or optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH2), -SH, -COOH, or -CONH2.

Useful and non-limiting polyamine compounds may comprise primary and/or secondary and/or tertiary and/or quaternary amine functional groups. By way of example, polyamines that can be chosen include diamines, triamines, tetramines, pentamines, and polymeric polyamines or polyimines, such as, for example, hexamethylenediamine, diethylenetetramine, diethylenetriamine, polyethyleneimine (PEI), polyvinyl amine, polyether amine, polylysine, ethylene diamine, 1 ,3- diaminopropane, cadaverine, spermidine, spermine, putrescine, tetraethylmethylenediamine, triethylenetetramine, or combinations of two or more thereof. In some embodiments, useful polyamines are chosen from putrescine, spermidine, and/or spermine.

Useful and nonlimiting examples of betaines include glycine betaine, valine betaine, alanine betaine, proline betaine, hydroxyproline betaine, etc. Salts of betaines can also be used and are expressly included in the term “betaine” unless expressly stated otherwise. In particularly preferred embodiments, betaines are chosen from those corresponding to formula (II). Exemplary useful compounds of formula (II) include the compounds shown in FIGS. 3A-3B. As shown in FIG. 3A, in some embodiments the compounds of formula (II) are in zwitterionic form, and as shown in FIG. 3B, in some embodiments the compounds of formula (II) have a corresponding counterion, X’. The counterion is not limited, and can be any suitable counterion, for example a chloride ion, bromide ion, iodide ion, sulfate anion, sulfonate anion, methyl sulfate anion, phosphate anion, nitrate anion, etc. Thus, as used herein a “compound of formula (II)” expressly includes both the ionic form of the compound as well as salt forms, whether or not so stated.

As shown in FIGS. 3A-3B, exemplary useful compounds of formula (II) include betaine and betaine derivatives (referred to herein as “betaines”), for example valine betaine, glutamic acid betaine, glutamine betaine, trimethyl lysine, glycine betaine (trimethyl glycine), histidine betaine, N-methyl histidine betaine, alanine betaine, beta-alanine betaine, choline sulfate, pipecolic acid betaine, proline betaine, hydroxyproline betaine, tyrosine betaine, phenylalanine betaine, tryptophan betaine, leucine betaine, isoleucine betaine, and/or dimethylsulfoniopropionate. In a preferred embodiment, the osmolyte is glycine betaine (trimethyl glycine), alone or in combination with one or more additional osmolytes, for example one or more additional compounds of formula (II).

In some preferred embodiments, compositions according to the disclosure comprise at least one compound of formula (II). In additional preferred embodiments, compositions according to the disclosure comprise one or more compounds of formula (II) that is a zwitterionic amino acid derivative bearing a quaternary ammonium group and comprising in total from 1 to 12 carbon atoms, such as from 2 to 10 carbon atoms, or from 3 to 8 carbon atoms.

In some preferred embodiments, compositions according to the disclosure comprise at least one compound of formula (II) wherein R1 = R2 = methyl; A is N; and/or Y is COO-. In some other preferred embodiments, compositions according to the disclosure comprise at least one compound of formula (II) wherein R3 is methyl. In other preferred embodiments, compositions according to the disclosure comprise at least one compound of formula (II) wherein X is a divalent alkyl group, linear or branched, preferably saturated, having from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, optionally substituted by one group chosen from hydroxyl or amino. In still other preferred embodiments, compositions according to the disclosure comprise at least one compound of formula (II) wherein X is a divalent alkyl group, linear or branched, preferably saturated, having from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, more preferably 1 to 2 carbon atoms (not substituted), such as methylene or ethylene. In other preferred embodiments, compositions according to the disclosure comprise at least one compound of formula (II) wherein R4 and R5, which may be the same or different, are chosen from a hydrogen atom, a saturated, linear or branched (C1 -C10) alkyl group, preferably (C1 -C6)alkyl, more preferably (C1 - C4) alkyl; a phenyl group; a benzyl group; an alkyl group substituted by a cyclic group (saturated or not, mono or bi-cyclic); a cyclic group (saturated or not, mono or bi-cyclic) substituted by an alkyl group; all these groups being optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH-, or -C(NH)- and/or optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH2), -SH, -COOH, -CONH2; more preferably where R4 is hydrogen and/or where R5 is a hydrogen atom or a saturated, linear or branched (C1 -C6)alkyl, more preferably (C1 -C4) alkyl; optionally substituted by one group chosen from hydroxyl (-OH), amino (-NH2), -COOH, or -CONH2. In some preferred embodiments, when A is N and m = 0, R5 forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 to 6 ring members, optionally substituted by one hydroxy group. In further preferred embodiments, R1 = R2 = methyl, A is N, Y is COO-, and X (if present) is a divalent alkyl group that may be linear or branched, saturated or unsaturated, having from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, more preferably from 1 to 2 carbon atoms.

In one preferred embodiment, the composition comprises at least one compound of formula (II) wherein R1 = R2 = R3 = methyl; A is N; Y is COO-; X is a divalent alkyl group, linear or branched, preferably saturated, having from 1 to 4 carbon atoms, optionally substituted by one group chosen from hydroxyl or amino, more preferably 1 to 2 carbon atoms (not substituted), such as methylene or ethylene; R4 is hydrogen; and R5 forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 to 6 ring members, optionally substituted by one hydroxy group.

In preferred embodiments, the osmolyte in the composition comprises, consists essentially of, or consists of one or more of the compounds shown in FIGS. 3A-3B. In more preferred embodiments, compositions according to the disclosure comprise trimethyl glycine (referred to interchangeably as glycine betaine), optionally in combination with at least one additional osmolyte, and in particularly preferred embodiments the osmolyte in the composition comprises, consists essentially of, or consists of glycine betaine optionally with at least one additional compound of formula (ID-

Useful and non-limiting examples of carbohydrate sugars that can be used include C3-C6 monosaccharides, for example pentoses and/or derivatives thereof, or hexoses and/or derivatives thereof. For example, the sugars may optionally be chosen from chosen from xylose, arabinose, ribose, 2-deoxy-ribose, ribulose, deoxy-ribulose, arabinose, xylulose, allose, altrose, glucose (including dextrose), glucosamine, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, tagatose, or combinations of two or more thereof. In at least some embodiments, the sugars are chosen from disaccharides, for example sucrose (also saccharose), maltose, lactose, cellobiose, trehalose, dextran, or from polysaccharides, for example maltotriose, starch, dextrins, cellulose, glycogen, or combinations of two or more thereof. In some embodiments, the sugars are preferably chosen from trehalose, glucose, sucrose, fructose, fructans, or combinations of two or more thereof.

In various embodiments, the total amount of osmolytes present in the composition may range from about 0.01 % to about 15%, such as, for example, from about 0.1 % to about 10%, from about 0.1 % to about 9%, from about 0.1 % to about 8%, from about 0.1 % to about 7%, from about 0.1 % to about 6%, from about 0.1 % to about 5%, from about 0.1 % to about 4%, from about 0.1 % to about 3%, from about 0.1 % to about 2%, from about 0.1 % to about 1 %, from about 0.5% to about 10%, from about 0.5% to about 9%, from about 0.5% to about 8%, from about 0.5% to about 7%, from about 0.5% to about 6%, from about 0.5% to about 5%, from about 0.5% to about 4%, from about 0.5% to about 3%, from about 0.5% to about 2%, from about 0.5% to about 1 %, from about 1 % to about 10%, from about 1 % to about 9%, from about 1% to about 8%, from about 1 % to about 7%, from about 1% to about 6%, from about 1 % to about 5%, from about 1 % to about 4%, from about 1% to about 3%, from about 1 % to about 2%, from about 1 .5% to about 10%, from about 1 .5% to about 9%, from about 1 .5% to about 8%, from about 1 .5% to about 7%, from about 1 .5% to about 6%, from about 1 .5% to about 5%, from about 1 .5% to about 4%, from about 1 .5% to about 3%, from about 1 .5% to about 2%, from about 2% to about 10%, from about 2% to about 9%, from about 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 2% to about 4%, from about 2% to about 3%, from about 2.25% to about 10%, from about 2.25% to about 9%, from about 2.25% to about 8%, from about 2.25% to about 7%, from about 2.25% to about 6%, from about 2.25% to about 5%, from about 2.25% to about 4%, from about 2.25% to about 3%, from about 2.5% to about 10%, from about 2.5% to about 9%, from about 2.5% to about 8%, from about 2.5% to about 7%, from about 2.5% to about 6%, from about 2.5% to about 5%, from about 2.5% to about 4%, from about 2.5% to about 3% by weight, relative to the total weight of the composition. For example, the total amount of osmolytes present in the composition may be about 2.0%, about 2.1 %, about 2.2%, about 2.3%, about 2.4%, about 2.5%, about 2.6%, about 2.7%, about 2.8%, about 2.9%, or about 3.0% by weight, relative to the total weight of the composition, including all ranges and subranges using any of the foregoing as upper and lower limits.

In preferred embodiments the compositions comprise at least one betaine, and the total amount of betaines ranges from about 0.5% to about 5%, for example from about 1% to about 5%, preferably from about 1 .25% to about 4%, more preferably from about 1 .5% to about 3.5%, more preferably from about 2% to about 3% or from about 2% to about 2.5%, more preferably still from about 2.25% to about 2.75%, and most preferably from about 2.3% to about 2.6%, or may be about 2.0%, about 2.1%, about 2.2%, about 2.3%, about 2.4%, about 2.5%, about 2.6%, about 2.7%, about 2.8%, about 2.9%, or about 3.0% by weight, relative to the total weight of the composition, including all ranges and subranges using any of the foregoing as upper and lower limits.

In a particularly preferred embodiment, the composition comprises glycine betaine in an amount ranging from about 0.5% to about 5%, for example about 1 % to about 5%, preferably from about 1 .25% to about 4%, more preferably from about 1 .5% to about 3.5%, more preferably from about 2% to about 3% or from about 2% to about 2.5%, more preferably still from about 2.25% to about 2.75%, and most preferably from about 2.3% to about 2.6%, or the glycine betaine may be present in an amount of about 2.0%, about 2.1 %, about 2.2%, about 2.3%, about 2.4%, about 2.5%, about 2.6%, about 2.7%, about 2.8%, about 2.9%, or about 3.0% by weight, relative to the total weight of the composition, including all ranges and subranges using any of the foregoing as upper and lower limits.

It may be advantageous, in some embodiments, to choose amounts of amino acids and osmolytes to provide a weight ratio of the total amount of amino acid(s) and salts thereof in the composition to the total amount of osmolytes in the composition that is greater than about 0.1 , for example greater than about 0.2, greater than about 0.5, greater than about 1 , greater than about 1 .25, greater than about 1 .5, greater than about 1 .75, or greater than about 2. In various embodiments, the weight ratio of the total amount of amino acid(s) and salts thereof to the total amount of osmolytes may range from about 0.1 to about 10, such as from about 0.2 to about 8, from about 0.5 to about 6, from about 1 to about 5, from about 1 .2 to about 4, or from about 1 .5 to about 3.5. In other embodiments, the weight ratio of the total amount of amino acid(s) and salts thereof to the total amount of osmolytes may range from greater than 1 to about 4, such as from about 1 .25 to about 3.5, from about 1 .5 to about 3, from about 1 .75 to about 2.5, from about 1 .75 to about 2.25, or from about 1 .8 to about 2.2. For example, the weight ratio of the total amount of amino acid(s) in the composition to the total amount of osmolytes in the composition may be about 1.1 , about 1 .2, about 1 .3, about 1 .4, about 1 .5, about 1 .6, about 1 .7, about 1 .8, about 1 .9, about 2, about 2.1 , about 2.2, about 2.3, about 2.4, or about 2.5, including all ranges and subranges using any of the foregoing as upper and lower limits.

In some embodiments, the compositions comprise a total amount of amino acids chosen from compounds of formula (I) and a total amount of osmolytes chosen from compounds of formula (II) such that a weight ratio of compounds of formula (l):compounds of formula (II) is greater than about 0.5, greater than about 0.75, or greater than about 1 , for example greater than about 1 .25, greater than about 1 .5, greater than about 1 .75, or greater than about 2. In some embodiments, the weight ratio of compounds of formula (l):compounds of formula (II) in the composition may range from about 0.5 to about 6, for example from about 1 to about 4, from about 1 .25 to about 3.5, from about 1 .5 to about 3, from about 1 .75 to about 2.5, from about 1 .75 to about 2.25, or from about 1.8 to about 2.2. For example, the weight ratio of compounds of formula (l):compounds of formula (II) in the composition may be about 0.5, about 0.6, about 0.7, about 0.8, about 0.9, about 1 , about 1.1 , about 1.2, about 1.3, about 1.4, about 1.5, about 1.6, about 1.7, about 1.8, about 1.9, about 2, about 2.1 , about 2.2, about 2.3, about 2.4, or about 2.5, including all ranges and subranges using any of the foregoing as upper and lower limits.

In a particularly preferred embodiment, the composition comprises arginine and glycine betaine and has a weight ratio of arginine to glycine betaine of greater than 1 , for example greater than about 1 .25, greater than about 1 .5, greater than about 1 .75, or greater than about 2, for example ranging from greater than 1 to about 4, preferably from about 1 .5 to about 3, more preferably from about 1 .75 to about 2.5, and most preferably from about 1.75 to about 2.25. In another particularly preferred embodiment, the composition comprises arginine, serine, and glycine betaine and has a weight ratio of the total amount of [arginine + serine] to glycine betaine of greater than 1 , for example greater than about 1 .25, greater than about 1 .5, greater than about 1 .75, or greater than about 2, for example ranging from greater than 1 to about 4, preferably from about 1 .5 to about 3, more preferably from about 1 .75 to about 2.5, and most preferably from about 1 .75 to about 2.25.

Carboxylic Acids

Compositions according to the disclosure include at least one carboxylic acid. Optionally, the compositions may comprise at least two carboxylic acids, at least three carboxylic acids, etc. According to various embodiments of the disclosure, useful carboxylic acids include organic compounds that include, for example, one (mono-), two (di-), three (tri-), or more acid functional groups and at least one carbon atom.

Carboxylic acids that can be used may optionally have a molecular weight of less than about 500 g/mol, less than about 400 g/mol, less than about 300 g/mol, or less than about 200 g/mol. In preferred embodiments, the carboxylic acids have a molecular weight of less than about 300 g/mol, or less than about 200 g/mol.

Salts of carboxylic acids can also be used and are expressly included in the term “carboxylic acid” unless expressly stated otherwise. The salts include salts with organic or mineral bases, for example the salts of alkali metals, such as the lithium, sodium, or potassium salts; the salts of alkaline earth metals, such as the magnesium or calcium salts, and the zinc salts. The alkali metal or alkaline earth metal salts are preferred in some embodiments, and in particular the sodium salts.

In preferred embodiments, carboxylic acids comprise from 2 to 20 carbon atoms, such as from 2 to 18 carbon atoms, from 3 to 16 carbon atoms, or from 3 to 14 carbon atoms. In some preferred embodiments, the compositions comprise one or more hydroxylated (poly)carboxylic acids comprising from 2 to 10 carbon atoms, such as from 2 to 8 carbon atoms, or from 3 to 6 carbon atoms, and may be saturated or unsaturated, and linear or branched, and/or a salt thereof. These (poly)acids are different from the compounds of amino acids type described above. Useful (poly)acids comprise at least one -COOH group (in acid or salified form); they can thus comprise a single -COOH group (monoacid) or can comprise more than one, for example two - COOH groups (in acid or salified form), or two or three -COOH groups (in acid or salified form) (polyacids). Useful (poly)acids also comprise at least one -OH group, such as from one to three or from two to three -OH groups, for example one, two, or three -OH groups. Preferably, the (poly)acids comprise in total from 2 to 8 or from 3 to 6 carbon atoms, and from two to three -OH groups, and their hydrocarbon chain is saturated or unsaturated, linear or branched, and preferably saturated and linear. In some preferred embodiments, the hydroxylated (poly)carboxylic acids and/or their salts comprise in total from 3 to 6 carbon atoms, from one to three -OH groups, and from two to three -COOH groups (in acid or salified form). Unless stated otherwise, as used herein the term “(poly)acid” includes both monoacids and polyacids.

Non-limiting examples of mono-carboxylic acids that can be chosen include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, lactic acid, salts thereof, or combinations of two or more thereof. In some embodiments, the carboxylic acid may comprise, consist essentially of, or consist of lactic acid and/or a salt thereof.

Non-limiting examples of di-carboxylic acids that can be chosen include oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, salts thereof, or combinations of two or more thereof. In some embodiments, the compositions may include oxalic acid, malonic acid, malic acid, maleic acid, salts thereof, or combinations of two or more thereof.

Non-limiting examples of tricarboxylic acids include citric acid, isocitric acid, aconitic acid, propane-1 ,2,3-tricarboxylic acid, salts thereof, or combinations of two or more thereof. In some embodiments, the carboxylic acid may comprise, consist essentially of, or consist of citric acid and/or a salt thereof.

In some embodiments, the carboxylic acid(s) may be chosen from oxalic acid, malonic acid, glutaric acid, succinic acid, adipic acid, glycolic acid, citric acid, tartaric acid, malic acid, maleic acid, lactic acid, salts thereof, or combinations of two or more thereof. In particularly preferred embodiments, the carboxylic acids are chosen from a-hydroxy acids and their salts, and in particular from lactic acid, glycolic acid, tartaric acid, or citric acid, and their salts, in particular alkali metal or alkaline earth metal salts. It may in some embodiments be particularly advantageous to choose citric acid, lactic acid, and/or tartaric acid and/or their salts, in particular alkali metal or alkaline earth metal salts, such as sodium citrate and/or sodium tartrate; preferably citric acid and/or its salts, in particular alkali metal or alkaline earth metal salts, such as sodium citrate.

The total amount of carboxylic acid(s) may range from about 0.5% to about 20% by weight, relative to the total weight of the composition. For example, in some embodiments, the total amount of carboxylic acids ranges from about 1 % to about 15%, such as about about 1 % to about 12%, about 1 % to about 10%, about 1 % to about 9%, about 1 % to about 8%, about 1 % to about 7%, about 1 % to about 6%, about 1 % to about 5.5%, about 1 % to about 5%, about 1 % to about 4.5%, about 1 % to about 4%, about 1 % to about 3.5%, about 1 % to about 3%, about 1 % to about 2.5%, about 1 % to about 2%, about 1 % to about 1 .5%, about 1 .5% to about 15%, about 1 .5% to about 12%, about 1 .5% to about 10%, about 1 .5% to about 9%, about 1 .5% to about 8%, about 1 .5% to about 7%, about 1 .5% to about 6%, about 1 .5% to about 5.5%, about 1 .5% to about 5%, about 1 .5% to about 4.5%, about 1 .5% to about 4%, about 1 .5% to about 3.5%, about 1 .5% to about 3%, about 1 .5% to about 2.5%, about 1 .5% to about 2%, about 2% to about 15%, about 2% to about 12%, about 2% to about 10%, about 2% to about 9%, about 2% to about 8%, about 2% to about 7%, about 2% to about 6%, about 2% to about 5.5%, about 2% to about 5%, about 2% to about 4.5%, about 2% to about 4%, about 2% to about 3.5%, about 2% to about 3%, about 2% to about 2.5%, about 2.5% to about 15%, about 2.5% to about 12%, about 2.5% to about 10%, about 2.5% to about 9%, about 2.5% to about 8%, about 2.5% to about 7%, about 2.5% to about 6%, about 2.5% to about 5.5%, about 2.5% to about 5%, about 2.5% to about 4.5%, about 2.5% to about 4%, about 2.5% to about 3.5%, about 2.5% to about 3%, about 3% to about 15%, about 3% to about 12%, about 3% to about 10%, about 3% to about 9%, about 3% to about 8%, about 3% to about 7%, about 3% to about 6%, about 3% to about 5.5%, about 3% to about 5%, about 3% to about 4.5%, about 3% to about 4%, about 3% to about 3.5%, about 3.5% to about 15%, about 3.5% to about 12%, about 3.5% to about 10%, about 3.5% to about 9%, about 3.5% to about 8%, about 3.5% to about 7%, about 3.5% to about 6%, about 3.5% to about 5.5%, about 3.5% to about 5%, about 3.5% to about 4.5%, about 3.5% to about 4%, about 4% to about 15%, about 4% to about 12%, about 4% to about 10%, about 4% to about 9%, about 4% to about 8%, about 4% to about 7%, about 4% to about 6%, about 4% to about 5.5%, about 4% to about 5%, about 4% to about 4.5%, about 4.5% to about 15%, about 4.5% to about 12%, about 4.5% to about 10%, about 4.5% to about 9%, about 4.5% to about 8%, about 4.5% to about 7%, about 4.5% to about 6%, about 4.5% to about 5.5%, about 4.5% to about 5%, about 5% to about 15%, about 5% to about 12%, about 5% to about 10%, about 5% to about 9%, about 5% to about 8%, about 5% to about 7%, about 5% to about 6.5%, about 5% to about 6%, about 5% to about 5.5%, about 5.5% to about 15%, about 5.5% to about 12%, about 5.5% to about 10%, about 5.5% to about 9%, about 5.5% to about 8%, about 5.5% to about 7%, about 5.5% to about 6.5%, about 5.5% to about 6%, about 6% to about 15%, about 6% to about 12%, about 6% to about 10%, about 6% to about 9%, about 6% to about 8%, about 6% to about 7%, or about 6% to about 6.5% by weight, relative to the total weight of the composition.

In preferred embodiments, the total amount of carboxylic acid(s) ranges from about 0.5% to about 20%, such as from about 2% to about 15%, from about 4% to about 10%, about 4.5% to about 8%, about 5% to about 7%, about 5.5% to about 6.5%, about 5.7% to about 6.3%, or about 5.8% to about 6.2% by weight, relative to the total weight of the composition. For example, in some preferred embodiments, the composition comprises at least one carboxylic acid chosen from citric acid, lactic acid, tartaric acid, salts thereof, or combinations thereof, and has a total amount of carboxylic acids and salts ranging from about 0.5% to about 20%, such as from about 2% to about 15%, from about 4% to about 10%, preferably from about 4.5% to about 8%, more preferably from about 5% to about 7%, more preferably from about 5.5% to about 6.5%, more preferably still from about 5.7% to about 6.3%, and most preferably from about 5.8% to about 6.2% by weight, relative to the total weight of the composition.

It may be advantageous in some embodiments to choose amounts of amino acids and carboxylic acids such that the composition has a weight ratio of the total amount of amino acids to the total amount of carboxylic acids of greater than about 0.75. For example, in various embodiments, the composition has a weight ratio of the total amount of amino acids to the total amount of carboxylic acids of greater than about 0.8, such as greater than about 0.9, greater than about 1 , greater than about 1.1 , greater than about 1.2, greater than about 1.3, greater than about 1.4, or greater than about 1 .5. In some embodiments, the composition has a weight ratio of the total amount of amino acids to the total amount of carboxylic acids ranging from about 0.75 to about 2, such as from about 0.8 to about 1.5, from about 0.8 to about 1 .35, or from about 0.8 to about 1 .2. In some preferred embodiments, the composition comprises arginine and at least one carboxylic acid chosen from citric acid, lactic acid, tartaric acid, salts thereof, or combinations thereof, and has a weight ratio of the total amount of amino acids and salts thereof to the total amount of carboxylic acids and salts thereof ranging from about 0.75 to about 2, preferably from about 0.8 to about 1 .5, more preferably from about 0.8 to about 1 .35, and most preferably from about 0.8 to about 1 .2.

Cationic Surfactants

Compositions according to the disclosure comprise one or more cationic surfactants. The presence of active components such as amino acids and osmolytes causes destabilization of compositions in which they are present, but it has been discovered including cationic surfactants in the compositions in a weight ratio of [osmolytes + amino acids] :cationic surfactants that is greater than about 0.5, preferably greater than about 0.75, more preferably greater than about 1 , provides stability to the compositions. The term “cationic surfactant” means a surfactant that is positively charged when it is contained in the composition(s) according to the disclosure. This surfactant may bear one or more positive permanent charges or may contain one or more functions that are cationizable in the composition. Non-limiting examples of cationic surfactants that may be used include optionally polyoxyalkylenated primary, secondary, or tertiary fatty amine salts, quaternary ammonium salts, and combinations thereof.

Non-limiting examples of useful fatty amine salts include oleyl hydroxyethyl imidazoline, linoleamidopropyl dimethylamine, isostearamidopropyl dimethylamine, oleamidopropyl dimethylamine, stearamidopropyldimethylamine, behenamido-propyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamido-propyidiethylamine, arachidamidoethyidiethylamine, arachidamidoethyidi-methylamine, or combinations of two or more thereof. In some embodiments, the cationic surfactant comprises stearamidopropyl dimethylamine, palmitamidopropyl dimethylamine, lauramidopropyl dimethylamine, behenamidopropyl dimethylamine, or combinations of two or more thereof.

As quaternary ammonium salts, quaternary ammonium salts of formula (III) may be chosen:

wherein: groups R8 to R1 1 are independently chosen from linear or branched aliphatic groups containing from 1 to 30 carbon atoms, or an aromatic group such as aryl or alkylaryl, at least one of the groups R8 to R11 including from 8 to 30 carbon atoms, such as from 12 to 24 carbon atoms, it being possible for the linear or branched aliphatic groups to include heteroatoms such as, for example, oxygen, nitrogen, and/or sulfur, these heteroatoms not being adjacent, and halogens; and

X’ is an anion chosen from the group consisting of halides such as bromides, chlorides, iodides, fluorides, phosphates, acetates, lactates, (C1 -C4)alkyl sulfates, (C1 -C4)alkyl sulfonates or (C1 -C4)alkylaryl sulfonates; C1 -C30 alkyl, C1 -C30 alkoxy, (C2-C6)polyoxyalkylene, C1 -C30 alkylamide, (C12-C22)alkyl- (C2C6)alkylamido, (C12-C22)alkyl acetate, and C1 -C30 hydroxyalkyl groups.

Mention may be made as exemplary embodiments of formula (III) of tetraalkylammonium halides, such as chlorides, for example dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group comprises from 12 to 22 carbon atoms, such as from 14 to 20 carbon atoms. By way of example, behenyltrimethylammonium chloride (behentrimonium chloride), distearyldimethylammonium chloride, cetyltrimethylammonium chloride (cetrimonium chloride), or benzyldimethylstearylammonium chloride may be chosen.

Mention may also be made of palmitylamidopropyltrimethylammonium or stearamidopropyldimethyl-(myristyl acetate)-ammonium halides, such as chlorides, for example the product sold under the name Ceraphyl® 70 by the company Van Dyk.

In certain embodiments, cationic surfactants of formula (III) are preferably chosen from alkyltrimethylammonium halides whose alkyl group includes from 12 to 22 carbon atoms, such as from 14 to 20 carbon atoms, may be chosen. For example, alkyltrimethylammonium chlorides, such as behenyltrimethylammonium chloride and cetyltrimethylammonium chloride, may be particularly useful.

In further embodiments, quaternary ammonium salts of imidazoline of formula (IV) may be chosen:

wherein:

R12 represents an alkenyl or alkyl group comprising from 8 to 30 carbon atoms, for example derived from tallow fatty acids,

R13 represents a hydrogen atom, a C1 -C4 alkyl group or an alkenyl or alkyl group comprising from 8 to 30 carbon atoms,

R14 represents a C1 -C4 alkyl group,

R15 represents a hydrogen atom or a C1 -C4 alkyl group, and

X’ is an anion chosen from the group consisting of halides, phosphates, acetates, lactates, (C1 -C4)alkyl sulfates, and (C1 -C4)alkyl- or (C1 -C4)alkylarylsulfonates.

In one exemplary embodiment of formula (IV), R12 and R13 denote a mixture of alkenyl or alkyl groups comprising from 12 to 21 carbon atoms, for example derived from tallow fatty acids, R14 denotes a methyl group, and R15 denotes a hydrogen atom. Such a product is sold, for example, under the name Rewoquat® W75 or W90 by the company Evonik.

In yet further embodiments, di- or triquaternary ammonium salts of formula (V) may be chosen:

wherein:

R16 represents an alkyl group comprising from 16 to 30 carbon atoms, which is optionally hydroxylated and/or optionally interrupted with one or more oxygen atoms,

R17 represents hydrogen, an alkyl group comprising from 1 to 4 carbon atoms, or a group — (CH2)3 — N⁺(R16a)(R17a)(R18a),

R16a, R17a and R18a, which may be identical or different, represent hydrogen or an alkyl group comprising from 1 to 4 carbon atoms,

R18, R19, R20, and R21 , which may be identical or different, represent hydrogen or an alkyl group comprising from 1 to 4 carbon atoms, and

X’ is an anion chosen from the group consisting of halides, acetates, phosphates, nitrates, (C1 -C4)alkyl sulfates, and (C1 -C4)alkyl- and (C1 -C4)alkylarylsulfonates, for example methyl sulfate or ethyl sulfate.

Such compounds are, for example, Finquat CT-P (Quaternium 89) and Finquat CT (Quaternium 75), sold by the company Finetex.

In still further embodiments, quaternary ammonium salts containing one or more ester functions, such as those of formula (VI) may be chosen:

wherein:

R22 is chosen from C1 -C6 alkyl groups and C1 -C6 hydroxyalkyl or dihydroxyalkyl groups,

R23 is chosen from the group R26 — C(=O) — ; linear or branched, saturated or unsaturated C1 -C22 hydrocarbon-based groups; and a hydrogen atom,

R25 is chosen from the group R28 — C(=O) — ; linear or branched, saturated or unsaturated C1 -C6 hydrocarbon-based groups; and a hydrogen atom,

R24, R26 and R28, which may be identical or different, are chosen from saturated or unsaturated, linear or branched, C7-C21 hydrocarbon-based groups, r, s and t, which may be identical or different, are integers ranging from 2 to 6, r1 and t1 , which may be identical or different, are equal to 0 or 1 , y is an integer ranging from 1 to 10, x and z, which may be identical or different, are integers ranging from 0 to 10, and

X’ is an anion, where r2 + r1 = 2r and t1 + t2 = 2t, and the sum x + y + z ranges from 1 to 15, with the provisos that when x = 0 then R23 is chosen from C1 -C22 hydrocarbon-based groups, and that when z = 0 then R25 denotes a linear or branched, saturated or unsaturated C1 -C6 hydrocarbon-based group.

In exemplary embodiments of formula (VI), the alkyl groups R22 may be linear or branched, and are preferably linear. Preferably, R22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group. Advantageously, the sum x + y + z ranges from 1 to 10. When R23 is a C1 -C22 hydrocarbon-based groups, it may preferably comprise either from 12 to 22 carbon atoms or from 1 to 3 carbon atoms. Advantageously, R24, R26 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C1 1 -C21 hydrocarbon-based groups, and more particularly from linear or branched C1 1 -C21 alkyl and alkenyl groups. Preferably, x and z, which may be identical or different, are equal to 0 or 1 . Optionally, y is equal to 1 . Preferably, r, s, and t, which may be identical or different, are equal to 2 or 3, and optionally are equal to 2.

The anion X’ is preferably a halide, optionally chloride, bromide, or iodide, a (C1 -C4)alkyl sulfate, a (C1 -C4)alkylsulfonate, or a (C1 -C4)alkylarylsulfonate, a methanesulfonate, a phosphate, a nitrate, a tosylate, an anion derived from an organic acid such as an acetate or a lactate, or any other anion that is compatible with the ammonium bearing an ester function. The anion X- is preferably a chloride, a methyl sulfate, or an ethyl sulfate.

For example, the ammonium salts of formula (VI) in which R22 denotes a methyl or ethyl group, x and y are equal to 1 , z is equal to 0 or 1 , r, s and t are equal to 2, R23 is chosen from the group R26 — C(=O) — , methyl, ethyl, or C14-C22 hydrocarbon-based groups; and a hydrogen atom, R25 is chosen from the group R28 — C(=O) — ; and a hydrogen atom, R24, R26, and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon-based groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups, may be chosen. Advantageously, the hydrocarbon-based groups are linear.

Among the compounds having formula (VI), mention may be made of salts, especially the chloride or methyl sulfate salts, of diacyloxyethyldimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyloxyethyldihydroxyethyl-methylammonium, triacyloxyethylmethylammonium or monoacyloxyethylhydroxy-ethyldimethylammonium, and mixtures thereof. The acyl groups preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.

These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, alkyldiethanolamine or alkyldiisopropanolamine, which are optionally oxyalkylenated, with fatty acids or with fatty acid mixtures especially of plant or animal origin, or by transesterification of the methyl esters thereof. This esterification may be followed by a quaternization by means of an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably dimethyl or diethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin, or glycerol chlorohydrin. The one or more cationic surfactants may be chosen from, for example, a mixture of quaternary ammonium monoester, diester and triester salts with a weight majority of diester salts. Use may also be made of the ammonium salts containing at least one ester functional group. Use may also be made of behenoylhydroxypropyltrimethylammonium chloride. Preferably, the ammonium salts containing at least one ester function contain two ester functions.

In at least some embodiments, the compositions comprise at least one cationic surfactant chosen from cetrimonium chloride, behenalkonium chloride, benzethonium chloride, cetylpyridinium chloride, behentrimonium chloride, lauralkonium chloride, cetalkonium chloride, cetrimonium bromide, cethylamine hydrofluoride, chlorallylmethenamine chloride (Quaternium-15), distearyldimonium chloride (Quaternium-5), dodecyl dimethyl ethylbenzyl ammonium chloride (Quaternium-14), Quaternium-22, Quaternium-26, Quaternium-18 hectorite, dimethylaminoethylchloride hydrochloride, cysteine hydrochloride, diethanolammonium POE (10) oletyl ether phosphate, diethanolammonium POE (3)oleyl ether phosphate, tallow alkonium chloride, dimethyl dioctadecylammoniumbentonite, stearalkonium chloride, domiphen bromide, denatonium benzoate, myristalkonium chloride, laurtrimonium chloride, ethylenediamine dihydrochloride, guanidine hydrochloride, pyridoxine HCI, iofetamine hydrochloride, meglumine hydrochloride, methylbenzethonium chloride, myrtrimonium bromide, oleyltrimonium chloride, polyquaternium-1 , procainehydrochloride, cocobetaine, stearalkonium bentonite, stearalkoniumhectonite, stearyl trihydroxyethyl propylenediamine dihydrofluoride, tallowtrimonium chloride, hexadecyltrimethyl ammonium bromide, stearamidopropyl dimethylamine, or combinations of two or more thereof.

In preferred embodiments, compositions according to the disclosure comprise at least one cationic surfactant chosen from primary, secondary, or tertiary fatty amines and/or one or more quaternary ammonium salts of formula (III). In particularly preferred embodiments, compositions according to the disclosure comprise at least one cationic surfactant chosen from cetrimonium chloride, behentrimonium chloride, stearamidopropyl dimethylamine, brassicamidopropyl dimethylamine, or combinations of two or more thereof.

The total amount of cationic surfactants ranges from about 0.01 % to about 15% by weight, relative to the total weight of the composition. For example, the total amount of cationic surfactants can range from about 0.5% to about 10%, such as from about 0.5% to about 8%, about 0.5% to about 6%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 1 % to about 10%, about 1 % to about 8%, about 1 % to about 6%, about 1 % to about 5%, about 1 % to about 4%, about 1 % to about 3%, about 1 .5% to about 10%, about 1 .5% to about 8%, about 1 .5% to about 6%, about 1 .5% to about 5%, about 1 .5% to about 4%, or about 1 .5% to about 3% by weight, relative to the total weight of the composition.

In some embodiments, it may be preferable to choose amounts of osmolytes, amino acids, and cationic surfactants relative to each other to provide stability to the compositions. Thus, in preferred embodiments, the composition comprises a total amount of osmolytes, amino acids, and cationic surfactants such that the composition has a weight ratio of [osmolytes + amino acids] :cationic surfactants that is greater than about 0.5, preferably greater than about 0.75, more preferably greater than about 1 , for example ranging from about 1 to about 20, from about 1 .5 to about 18, from about 1 .7 to about 15, from about 2 to about 12, from about 2.5 to about 10, or from about 3 to about 8. In further preferred embodiments, the composition has a weight ratio of [osmolytes + amino acids] :cationic surfactants ranging from about 1 to about 10, from about 1 .25 to about 8, from about 1 .5 to about 6, from about 1 .75 to about 5, or from about 2 to about 4.

In particularly preferred embodiments, the composition has a weight ratio of betaines, preferably chosen from compounds of formula (II) + basic amino acids] :cationic surfactants that is greater than about 0.5, preferably greater than about 0.75, more preferably greater than about 1 , for example ranging from about 1 to about 20, from about 1.5 to about 18, from about 1.7 to about 15, from about 2 to about 12, from about 2.5 to about 10, or from about 3 to about 8, or that ranges from about 1 to about 10, from about 1.25 to about 8, from about 1.5 to about 6, from about 1.75 to about 5, or from about 2 to about 4. In even more particularly preferred embodiments, the composition has a weight ratio of [glycine betaine + arginine]:cationic surfactants that is greater than about 1 , for example ranging from about 1 to about 20, from about 1 .5 to about 18, from about 1 .7 to about 15, from about 2 to about 12, from about 2.5 to about 10, or from about 3 to about 8, or that ranges from about 1 to about 10, from about 1 .25 to about 8, from about 1 .5 to about 6, from about 1 .75 to about 5, or from about 2 to about 4.

Solvents Compositions according to the disclosure comprise at least one solvent. In various embodiments, solvents may be chosen from water, non-aqueous solvents, or a combination thereof.

In preferred embodiments, the solvent includes water. In certain embodiments, the composition comprises from about 50% to about 98% of water, by weight, relative to the total weight of the composition. In certain embodiments, the composition comprises water in an amount ranging from about 50% to about 95% water by weight, such as from about 50% to about 90%, about 55% to about 90%, about 60% to about 90%, or about 60% to about 80% by weight, relative to the total weight of the composition.

In further embodiments, the solvent may include at least one nonaqueous solvent. Exemplary and non-limiting non-aqueous solvents that can be used include, for example, glycerin, Ci-4 alcohols, organic solvents, fatty alcohols, fatty ethers, fatty esters, polyols, glycols, vegetable oils, mineral oils, liposomes, laminar lipid materials, or combinations thereof. The non-aqueous solvent may be chosen from organic solvents, for example, monoalcohols and polyols such as ethyl alcohol, isopropyl alcohol, propyl alcohol, benzyl alcohol, and phenylethyl alcohol, or glycols or glycol ethers such as, for example, monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol or ethers thereof such as, for example, monomethyl ether of propylene glycol, butylene glycol, hexylene glycol, dipropylene glycol as well as alkyl ethers of diethylene glycol, for example monoethyl ether or monobutyl ether of diethylene glycol.

Preferably, the compositions comprise at least one polyol. The polyols can be chosen from diols and triols. In other embodiments, the polyols can be chosen from C2-C16 polyols, such as C2-C12 polyols, C2-C8 polyols, or C3-C8 polyols. In various embodiments, the polyols that can be used are linear or branched, saturated or unsaturated, and substituted or unsubstituted polyols. Thus, in various embodiments, one or more polyols can be chosen from C2-C16, C2-C12, C2-C8, or C3-C8 diols, or C2-C16, C2-C12, C2-C8, or C3-C8 triols, any of which may be linear or branched, saturated or unsaturated, and substituted or unsubstituted.

By way of non-limiting example, polyols such as isopropyl alcohol, propyl alcohol, benzyl alcohol, and phenylethyl alcohol, or glycols or glycol ethers such as, for example, monomethyl, monoethyl, and monobutyl ethers of ethylene glycol, propylene glycol or ethers thereof such as, for example, monomethyl ether of propylene glycol, butylene glycol, hexylene glycol, dipropylene glycol as well as alkyl ethers of diethylene glycol, for example monoethyl ether or monobutyl ether of diethylene glycol may be chosen. In some embodiments, the polyols are chosen from propanediol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, 1 ,2,6- hexanetriol, 1 ,2,4-butanetriol, trimethylolpropane, 2-butene-1 ,4-diol, 2-ethyl-1 ,3- hexanediol, 2-methyl-2,4-pentanediol, caprylyl glycol, 1 ,2-hexanediol, 1 ,2-pentanediol, 2-ethyl-2-methyl-1 ,3-propanediol, 3,3-dimethyl-1 ,2-butanediol, 2,2-diethyl- 1 ,3- propanediol, 2-methyl-2-propyl-1 ,3-propanediol, 2,4-dimethyl-2,4-pentanediol, 2,5- dimethyl-2,5-hexanediol, 5-hexene-1 ,2-diol, 2-ethyl-1 ,3-hexanediol, 4-methyl-1 ,2- pentanediol, or combinations of two or more thereof. In some preferred embodiments, the polyols are chosen from glycols such as ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, pentylene glycol, 1 ,3-propanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, dipropylene glycol, caprylyl glycol, glycerin, diglycerin, and combinations of two or more thereof. In a particularly preferred embodiment, the solvent comprises at least one polyol chosen from propylene glycol, dipropylene glycol, tripropylene glycol, propanediol, propylene carbonate, PPG-3 methyl ether, dimethyl isosorbide, hexylene glycol, ethanol, glycerin, or combinations of two or more thereof. In at least certain preferred embodiments, the solvent comprises water and at least one polyol, wherein the polyol(s) comprises, consists essentially of, or consists of one or more C2-C16 diols and/or C2-C16 triols, for example C2-C8 diols and/or C2-C8 triols. In other preferred embodiments, the solvent comprises water and at least one polyol, wherein the polyol(s) comprises, consists essentially of, or consists of one or more glycols, for example propylene glycol and/or dipropylene glycol, and in particularly preferred embodiments, the solvent comprises water and at least one polyol, wherein the polyol(s) comprises, consists essentially of, or consists of dipropylene glycol.

If present, the total amount of the non-aqueous solvents in the composition may range from about 0.1% to about 20%, such as from about 1 % to about 20%, from about 1 .5% to about 15%, or from about 2% to about 12% by weight, relative to the total weight of the composition. In some preferred embodiments, the solvent comprises water and at least one non-aqueous solvent, preferably chosen from polyols. In some embodiments, the composition comprises water and at least one nonaqueous solvent, wherein the total amount of non-aqueous solvents ranges from about 0.5% to about 18%, preferably from about 1% to about 15%, more preferably from about 1 .5% to about 12%, more preferably still from about 2% to about 1 1 %, and most preferably from about 3% to about 10% by weight, relative to the total weight of the composition, and optionally further wherein the non-aqueous solvent comprises at least one solvent chosen from propylene glycol, dipropylene glycol, tripropylene glycol, propanediol, propylene carbonate, PPG-3 methyl ether, dimethyl isosorbide, hexylene glycol, ethanol, or mixtures of two or more thereof, preferably chosen from propylene glycol, dipropylene glycol, or a mixture of two or more thereof.

Additional Surfactants

Compositions according to the disclosure optionally comprise at least one surfactant in addition to cationic surfactants, for example at least one amphoteric surfactant. Non-limiting examples of useful amphoteric surfactants include derivatives of aliphatic secondary and tertiary amines where the aliphatic radical can be straight or branched chain and one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate.

Exemplary amphoteric surfactants include sodium cocaminopropionate, sodium cocaminodipropionate, sodium cocoamphoacetate, sodium cocoamphohydroxypropylsulfonate, sodium cocoamphopropionate, sodium cornamphopropionate, sodium lauraminopropionate, sodium lauroamphoacetate, sodium lauroamphohydroxypropylsulfonate, sodium lauroamphopropionate, sodium cornamphopropionate, sodium lauriminodipropionate, ammonium cocaminopropionate, ammonium cocaminodipropionate, ammonium cocoamphoacetate, ammonium cocoamphohydroxypropylsulfonate, ammonium cocoamphopropionate, ammonium cornamphopropionate, ammonium lauraminopropionate, ammonium lauroamphoacetate, ammonium lauroamphohydroxypropylsulfonate, ammonium lauroamphopropionate, ammonium cornamphopropionate, ammonium lauriminodipropionate, triethanonlamine cocaminopropionate, triethanonlamine cocaminodipropionate, triethanonlamine cocoamphoacetate, triethanonlamine cocoamphohydroxypropylsulfonate, triethanonlamine cocoamphopropionate, triethanonlamine cornamphopropionate, triethanonlamine lauraminopropionate, triethanonlamine lauroamphoacetate, triethanonlamine lauroamphohydroxypropylsulfonate, triethanonlamine lauroamphopropionate, triethanonlamine cornamphopropionate, triethanonlamine lauriminodipropionate, cocoamphodipropionic acid, disodium caproamphodiacetate, disodium caproamphoadipropionate, disodium capryloamphodiacetate, disodium capryloamphodipriopionate, disodium cocoamphocarboxyethylhydroxypropyl- sulfonate, disodium cocoamphodiacetate, disodium cocoamphodipropionate, disodium dicarboxyethylcocopropylenediamine, disodium laureth-5 carboxyamphodiacetate, disodium lauriminodipropionate, disodium lauroamphodiacetate, disodium lauroamphodipropionate, disodium oleoamphodipropionate, disodium PPG-2-isodecethyl-7 carboxyamphodiacetate, lauraminopropionic acid, lauroamphodipropionic acid, lauryl aminopropylglycine, and lauryl diethylenediaminoglycine.

Betaine surfactants may also be used. For example, coco dimethyl carboxymethyl betaine, lauryl dimethyl carboxymethyl betaine, lauryl dimethyl alphacarboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, cetyl dimethyl betaine, lauryl bis-(2-hydroxyethyl) carboxymethyl betaine, stearyl bis-(2- hydroxypropyl) carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, lauryl bis-(2-hydroxypropyl) alpha-carboxyethyl betaine, coco dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, lauryl dimethyl sulfoethyl betaine, lauryl bis-(2-hydroxyethyl) sulfopropyl betaine, oleyl betaine, or cocamidopropyl betaine may be chosen.

If present, the total amount of amphoteric surfactants may range up to about 10%, such as up to about 9%, up to about 8%, up to about 7%, up to about 6%, up to about 5%, up to about 4%, up to about 3.5%, up to about 3%, up to about 2.5%, up to about 2%, up to about 1.5%, up to about 1 %, or up to about 0.5% by weight, relative to the total weight of the composition. For example, the total amount of amphoteric surfactants may range from about 0.001% to about 6%, from about 0.01 % to about 4%, from about 0.1 % to about 3%, or from about 0.5% to about 2% by weight, relative to the total weight of the composition. In at least some embodiments, the compositions are free or substantially free of amphoteric surfactants.

Although the compositions may optionally include one or more anionic surfactants and/or nonionic surfactants, in at least some embodiments, the compositions are free or substantially free of anionic surfactants and/or nonionic surfactants. For example, in some embodiments the compositions comprise less than about 3%, such as less than about 2.5%, less than about 2%, less than about 1 .75%, less than about 1.5%, less than about 1.25%, less than about 1%, less than about 0.75%, less than about 0.5%, less than about 0.25%, less than about 0.2%, less than about 0.1 %, less than about 0.05%, less than about 0.01 %, or less than about 0.001 % of anionic surfactants and/or nonionic surfactants.

Fatty Compounds

Optionally, compositions according to the disclosure may include at least one fatty compound. In certain embodiments, the at least one fatty compound may be chosen from lower alkanes, fatty alcohols, fatty acids, esters of fatty acids, esters of fatty alcohols, oils such as mineral, vegetable, animal, silicone and non-silicone oils, silicone and non-silicone waxes, or combinations of any two or more thereof.

In some embodiments, compositions according to the disclosure include at least one fatty compound chosen from volatile and non-volatile silicone oils, which may optionally be amino functionalized. Non-limiting examples of silicone oils that can be used include dimethicone, amodimethicone, cyclomethicone, polysilicone-1 1 , phenyl trimethicone, trimethylsilylamodimethicone, and stearoxytrimethylsilane. For example, the composition may comprise at least one silicone chosen from amodimethicone, PEG-7 Dimethicone, PEG- 8 Dimethicone, PEG-9 Dimethicone, PEG-10 Dimethicone, PEG-12 Dimethicone, PEG-14 Dimethicone, PEG-17 Dimethicone, PEG/PPG-3/10 Dimethicone, PEG/PPG-4/12 Dimethicone, PEG/PPG- 17/18 Dimethicone, cetyl PEG/PPG-10/1 dimethicone, Dimethicone PEG-8 Benzoate, Dimethicone PEG-7 Phosphate, Dimethicone PEG-8 Phosphate, Dimethicone PEG- 10 Phosphate, or a mixture of two or more thereof. In some preferred embodiments, the compositions comprise a silicone oil component that comprises, consists essentially of, or consists of dimethicone, amodimethicone, or a mixture thereof.

As further examples, the silicone oil may be chosen from polydimethylsiloxanes (PDMSs), polydimethylsiloxanes comprising alkyl or alkoxy groups which are pendent and/or at the end of the silicone chain, which groups each contain from 2 to 24 carbon atoms, or phenyl silicones, such as phenyl trimethicones, phenyl dimethicones, phenyl(trimethylsiloxy)diphenylsiloxanes, diphenyl dimethicones, diphenyl(methyl-diphenyl)trisiloxanes, or (2-phenylethyl)trimethyl- siloxysilicates.

In some embodiments, compositions according to the disclosure include at least one fatty compound chosen from fatty alcohols. In certain embodiments, “fatty alcohol” refers to any alcohol with a carbon chain of C5 or greater, such as, for example, C8 or greater, C10 or greater, or C12 or greater, such as from 6 to 30 carbon atoms or from 8 to 30 carbon atoms. The fatty alcohols may be alkoxylated or non- alkoxylated, saturated or unsaturated, and linear or branched.

By way of example, fatty alcohols may be chosen from arachidyl alcohol, behenyl alcohol, caprylic alcohol, cetearyl alcohol, cetyl alcohol, coconut alcohol, decyl alcohol, hydrogenated tallow alcohol, jojoba alcohol, lauryl alcohol, myristyl alcohol, oleyl alcohol, palm alcohol, palm kernel alcohol, stearyl alcohol, tallow alcohol, tridecyl alcohol, or combinations of two or more thereof. In some preferred embodiments, the compositions comprise a fatty alcohol component that comprises, consists essentially of, or consists of cetyl alcohol, stearyl alcohol, cetearyl alcohol, or mixtures thereof.

Useful and non-limiting fatty acids may be straight or branched chain acids and/or may be saturated or unsaturated. Non-limiting examples of fatty acids include diacids, triacids, and other multiple acids as well as salts of these fatty acids. For example, the fatty acid may optionally include or be chosen from lauric acid, palmitic acid, stearic acid, behenic acid, arichidonic acid, oleic acid, isostearic acid, sebacic acid, or combinations thereof.

In some embodiments, fatty acid esters or fatty alcohol esters may be chosen. For example, esters of saturated or unsaturated, linear or branched C1 -C26 aliphatic mono- or polyacids and of saturated or unsaturated, linear or branched C1 - C26 aliphatic mono- or polyalcohols, the total carbon number of the esters more particularly being greater than or equal to 10 may be used. In other embodiments, esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1 -C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C2-C26 di-, tri-, tetra-, or pentahydroxy alcohols may also be used. As non-limiting examples, isostearyl lactate, lauryl lactate, linoleyl lactate, oleyl lactate, (iso)stearyl octanoate, isocetyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, isocetyl isostearate, isocetyl laurate, isocetyl stearate, isodecyl octanoate, isodecyl oleate, isononyl isononanoate, isostearyl palmitate, methyl acetyl ricinoleate, myristyl stearate, octyl isononanoate, 2-ethylhexyl isononanoate, octyl palmitate, octyl pelargonate, octyl stearate, octyldodecyl erucate, oleyl erucate, ethyl and isopropyl palmitates, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetyl, 2-octyldodecyl, myristyl or stearyl myristate, hexyl stearate, butyl stearate, isobutyl stearate, dioctyl malate, hexyl laurate, 2-hexyldecyl laurate, diethyl sebacate, diisopropyl sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, diisostearyl adipate, dioctyl maleate, glyceryl undecylenate, octyldodecyl stearoyl stearate, pentaerythrityl monoricinoleate, pentaerythrityl tetraisononanoate, pentaerythrityl tetrapelargonate, pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate, propylene glycol dicaprylate, propylene glycol dicaprate, tridecyl erucate, triisopropyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, propylene glycol dioctanoate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate, and/or polyethylene glycol distearates may be chosen. In a preferred embodiment, the composition comprises at least one fatty acid ester and/or fatty alcohol ester, for example pentaerythrityl tetraisostearate.

In some embodiments, compositions according to the disclosure comprise at least one wax. Non-limiting examples of waxes that can be used include beeswax, hydrogenated alkyl olive esters, carnauba wax, candelilla wax, ouricoury wax, Japan wax, cork fibre wax or sugar cane wax, rice wax, rice bran wax, montan wax, paraffin wax, lignite wax or microcrystalline wax, ceresin or ozokerite, palm kernel glycerides/hydrogenated palm glycerides, palm butter, sumac wax, citrus aurantium dulcis (orange) peel wax, theobroma grandiflorum seed butter, helianthus annuus (sunflower) seed wax, siliconyl candellila wax, Chinese wax, cetyl palmitate, lanolin, shellac, spermaceti, cetyl esters, hydrogenated castor wax; triglyceride esters such as tribehenin (glyceryl tribehenate); synthetic waxes such as those of the hydrocarbon type and polyethylene waxes obtained from the polymerization or copolymerization of ethylene, polypropylene waxes, or mixtures of two or more of any of these waxes. In some preferred embodiments, the compositions comprise a wax component that comprises, consists essentially of, or consists of cetyl esters.

In some embodiments, the composition comprises one or more fatty compounds chosen from oils of animal, vegetable, or mineral origin (e.g. lanolin, squalene, fish oil, perhydrosqualene, mink oil, turtle oil, soybean oil, grape seed oil, sesame oil, maize oil, rapeseed oil, sunflower oil, cottonseed oil, avocado oil, olive oil, castor seed oil, jojoba seed oil, peanut oil, sweet almond oil, palm oil, cucumber oil, hazelnut oil, apricot kernel oil, wheat germ oil, calophyllum oil, macadamia oil, coconut oil, cereal germ oil, candlenut oil, thistle oil, candelilla oil, safflower oil, or shea butter), linear or branched hydrocarbons (e.g. polybutene, hydrogenated polyisobutene, polyisoprene, polydecenes such as hydrogenated polydecene, or also linear, branched and/or cyclic alkanes which are optionally volatile, such as, for example, isohexadecane, isododecane, isodecane, or isohexadecane), mono- and/or polyesters of fatty acids and/or of fatty alcohols (e.g. mono- and polyesters of hydroxy acids and of fatty alcohols, esters of benzoic acid and of fatty alcohols, polyesters of polyols, dipentaerythrityl C5-C9 esters, trimethylolpropane polyesters, propylene glycol polyesters, or polyesters of hydrogenated castor oil), perfluorinated and/or organofluorinated oils, fluorosilicone oils, or mixtures of two or more thereof. Nonlimiting examples of fatty acids that may be used include optionally branched and/or unsaturated fatty acids such as myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, isostearic acid, or mixtures of two or more thereof.

If present, the total amount of fatty compounds in the composition may range from about 0.1 % to about 20%, such as from about 1 % to about 20%, from about 2% to about 15%, from about 3% to about 12%, or from about 5% to about 10% by weight, relative to the total weight of the composition. In some preferred embodiments, the compositions comprise at least one fatty compound chosen from silicone oils, fatty alcohols, waxes, or combinations thereof, where the total amount of fatty compounds in the composition ranges from about 1% to about 20%, preferably from about 2% to about 15%, more preferably from about 3% to about 12%, and most preferably from about 5% to about 10% by weight, relative to the total weight of the composition.

Thickening Agents

Compositions according to the disclosure optionally comprise at least one thickening agent. Useful thickening agents include, but are not limited to, semisynthetic polymers, such as semisynthetic cellulose derivatives, synthetic polymers, such as carbomers, poloxamers, and acrylates/beheneth-25 methacrylate copolymer, acrylates copolymer, polyethyleneimines (e.g., PEI-10), naturally occurring polymers, such as acacia, tragacanth, alginates (e.g., sodium alginate), carrageenan, vegetable gums, such as xanthan gum, guar gum, petroleum jelly, waxes, particulate associate colloids, such as bentonite, colloidal silicon dioxide, and microcrystalline cellulose, celluloses such as hydroxyethylcellulose and hydroxypropylcellulose, and guars such as hydroxypropyl guar.

In some embodiments, the thickening agent may be chosen from associative thickening polymers such as anionic associative polymers, amphoteric associative polymers, cationic associative polymers, or nonionic associative polymers. A non-limiting example of an amphoteric associative polymer is acrylates/beheneth-25 methacrylate copolymer, and non-limiting examples of anionic associative polymers include acrylates copolymer and acrylates crosspolymer-4.

If present, the total amount of thickening agents may range from about 0.01 % to about 8%, such as from about 0.05% to about 5%, from about 0.1 % to about 4%, from about 0.2% to about 3%, or from about 0.3% to about 2% by weight, relative to the total weight of the composition.

Auxiliary Components

Compositions according to the disclosure may optionally include one or more auxiliary components. Non-limiting examples include preservatives, fragrances, pH adjusters, salts, antioxidants, vitamins, vitamin derivatives, ceramides, botanical extracts, proteins, protein hydrolysates, protein isolates, hydrotropes, pearlescent agents, buffers, sequestering agents, and the like.

The total amount of auxiliary components, if present, typically ranges from about 0.01 % to about 10% based on the total weight of the composition. For example, in some embodiments the individual amounts of each component or the total amount of components may range from about 0.1 % to about 10%, about 0.1 % to about 8%, about 0.1 % to about 5%, about 0.1 % to about 4%, about 0.1 % to about 3%, about 0.1 % to about 2%, about 1 % to about 10%, about 1 % to about 8%, about 1% to about 5%, about 1 % to about 4%, about 1 % to about 3%, or about 1 % to about 2% by weight, based on the total weight of the composition.

Compositions according to the disclosure typically have a pH of less than or equal to 7, such as less than or equal to about 6, less than or equal to about 5, less than or equal to about 4.5, or less than or equal to about 4. For example, the compositions may have a pH ranging from about 1 to about 7, such as from about 2 to about 6, from about 2.5 to about 5.5, from about 2.5 to about 5, from about 2.5 to about 4.5, or from about 3 to about 4. In some embodiments, the pH of the composition may be, for example, about 3, about 3.25, about 3.5, about 3.75, or about 4, including all ranges and subranges thereof.

The compositions may be in any suitable form. For example, the compositions may be a liquid, a gel, a gel cream, a high-, medium- or low-density cream, a serum, a lotion, etc. In preferred embodiments, the composition is a medium- or high-density cream, such as a hair mask (or masque).

II. METHODS

The disclosure further relates to methods of treating keratin fibers, such as hair. The methods of treating hair may be methods of reducing or preventing hair damage, protecting hair from damage, restoring hair fiber moisture equilibrium, providing hair fiber strength, improving hair fiber elasticity, and/or maintaining hair fiber moisture equilibrium, strength, and/or elasticity. In some embodiments, the methods of treating hair prevent hair damage from becoming too great to repair, i.e. prevent irreversible hair damage. The methods comprise applying a composition according to the disclosure onto the hair, optionally leaving the composition on the hair for a period of time (“processing time,” “resting period,” or “leave-in period”), and optionally rinsing the composition from the hair.

The leave-in period may last for a period of time deemed appropriate to allow the active agents to provide benefits to the keratin fibers, such as about 30 seconds, about 1 minute, about 2 minutes, about 5 minutes, about 10 minutes, about

15 minutes, about 20 minutes, about 30 minutes, about 45 minutes, about 1 hour, about 2 hours, etc., or may range from a period of time using any of the foregoing as upper and lower limits. By way of non-limiting example, the leave-in period may range from about 30 seconds to about 60 minutes, from about 30 seconds to about 45 minutes, from about 30 seconds to about 30 minutes, from about 30 seconds to about

20 minutes, from about 30 seconds to about 15 minutes, from about 30 seconds to about 10 minutes, from about 30 seconds to about 5 minutes, from about 1 minute to about 60 minutes, from about 1 minute to about 45 minutes, from about 1 minute to about 30 minutes, from about 1 minute to about 20 minutes, from about 1 minute to about 15 minutes, from about 1 minute to about 10 minutes, from about 1 minute to about 5 minutes, from about 2 minutes to about 60 minutes, from about 2 minutes to about 45 minutes, from about 2 minutes to about 30 minutes, from about 2 minutes to about 20 minutes, from about 2 minutes to about 15 minutes, from about 2 minutes to about 10 minutes, from about 2 minutes to about 5 minutes, etc.

In some embodiments, the composition may be left on the hair for a period of time lasting several hours, for example overnight. Thus, the leave-in period may range up to about 24 hours, such as up to about 12 hours, for example may range from about 1 hour to about 12 hours, from about 1 hour to about 10 hours, from about

1 hour to about 8 hours, from about 1 hour to about 6 hours, from about 1 hour to about 4 hours, from about 2 hours to about 12 hours, from about 2 hours to about 10 hours, from about 2 hours to about 8 hours, from about 2 hours to about 6 hours, from about

2 hours to about 4 hours, etc.

Methods according to the disclosure include use of the compositions described as a standalone treatment, or as part of a routine that includes one or more additional compositions or treatments. Although not required, various treatments using compositions according to the disclosure may also include a step of heating the hair to which the composition has been applied, for example during the resting period while the composition is on the hair. For example, a blow dryer, hood dryer, etc., may be used.

By way of example, a composition according to the disclosure may be applied to hair in order to repair hair that has been previously damaged by a chemical treatment, to improve the general health and appearance of the hair, to improve the elasticity of the hair fibers, etc., by applying a composition to wet, damp, or dry hair, leaving the composition on the hair for a suitable processing time, optionally rinsing the hair, and then optionally drying and/or styling the hair according to the individual’s normal course. This type of treatment may, for example, be performed in a salon or at home on a weekly, bi-weekly, monthly, etc. basis, in order to improve the health and overall appearance of the hair.

In other exemplary embodiments, a composition according to the disclosure may be applied to hair before, during, and/or after a treatment process that includes one or more other hair compositions. For example, one such routine may include applying a composition according to the disclosure to wet, damp, or dry hair, leaving the composition on the hair for a suitable processing time, and then substantially immediately thereafter (i.e. within the same hair cleansing process), with or without intermediate rinsing of the hair, shampooing the hair according to the individual’s normal hair cleansing routine. Another such routine may include shampooing the hair according to the individual’s normal hair cleansing routine, and substantially immediately thereafter (i.e. within the same hair cleansing process), with or without intermediate rinsing of the hair, applying a composition according to the disclosure to the hair, optionally before and/or after a conditioning composition is applied to the hair. Yet another such routine may include conditioning the hair, for example a deep conditioning treatment, and substantially immediately before and/or after (i.e. within the same hair conditioning process), with or without intermediate rinsing of the hair, applying a composition according to the disclosure to the hair, optionally with or without rinsing the hair between steps of applying a conditioning composition and a composition according to the disclosure to the hair. Thus, it is contemplated that compositions according to the disclosure may be incorporated into a hair cleansing and/or conditioning process.

In still further exemplary embodiments, a composition according to the disclosure may be applied to hair before, during, and/or after a chemical hair treatment process. For example, one such routine may include applying a composition according to the disclosure to wet, damp, or dry hair, leaving the composition on the hair for a suitable processing time, optionally rinsing the hair, and then substantially immediately thereafter (i.e. within the same chemical hair treatment process), with or without intermediate rinsing of the hair, applying a chemical treatment such as a bleaching, dyeing, straightening, relaxing, or permanent waving composition to the hair. Another such routine may include applying a chemical treatment such as a bleaching, dyeing, straightening, relaxing, or permanent waving composition to the hair, and substantially immediately thereafter (i.e. within the same chemical hair treatment process), with or without intermediate rinsing of the hair, applying a composition according to the disclosure to the hair. Thus, it is contemplated that compositions according to the disclosure may be incorporated into a chemical hair treatment process, thereby reducing, minimizing, or preventing damage to the hair that would otherwise be expected to result from such harsh chemical treatments.

Surprisingly, hair treated with compositions and methods according to the disclosure has less damage than hair not treated with compositions and methods according to the disclosure. The reduction in damage is particularly notable in hair that has been damaged due to harsh chemical treatments such as bleaching, dyeing, permanent waving, straightening, relaxing, etc., as well as due to repeated styling such as with heat or styling tools. The hair repaired using compositions and methods according to the disclosure may have lower elasticity and/or greater tensile strength than hair similarly damaged but not treated according to the disclosure.

Having described the many embodiments of the present invention in detail, it will be apparent that modifications and variations are possible without departing from the scope of the disclosure defined in the appended claims. Furthermore, it should be appreciated that all examples in the present disclosure, while illustrating many embodiments of the disclosure, are provided as non-limiting examples and are, therefore, not to be taken as limiting the various aspects so illustrated. It is to be understood that all definitions herein are provided for the present disclosure only.

In this application, the use of the singular includes the plural unless specifically stated otherwise. The singular forms “a,” “an,” “the,” and “at least one” are understood to encompass the plural as well as the singular unless the context clearly dictates otherwise. The expression “one or more” means “at least one” and thus includes individual components as well as mixtures/combinations. Likewise, the term “a salt thereof” also relates to “salts thereof.” Thus, where the disclosure refers to “an element selected from the group consisting of A, B, C, D, E, F, a salt thereof, or mixtures thereof,” it indicates that that one or more of A, B, C, D, and F may be included, one or more of a salt of A, a salt of B, a salt of C, a salt of D, a salt of E, or a salt of F may be included, or a mixture of any two of A, B, C, D, E, F, a salt of A, a salt of B, a salt of C, a salt of D, a salt of E, and a salt of F may be included.

The term “and/or” should be understood to include both the conjunctive and the disjunctive. For example, “amino acids and/or salts thereof” means “amino acids and salts thereof” as well as “amino acids or salts thereof,” and expressly covers instances of either.

As used herein, the term “salts” referred to throughout the disclosure may include salts having a counterion such as an alkali metal, alkaline earth metal, or ammonium counterion. This list of counterions, however, is non-limiting. Salts also include a dissociated form of a compound, e.g. in an aqueous solution.

As used herein, the phrases “and mixtures thereof,” “and mixtures of two or more thereof,” “and a mixture thereof,” “and combinations thereof,” “and a combination thereof,” and combinations of two or more thereof,” “and a combination of two or more thereof,” “or mixtures thereof,” “or a mixture thereof,” “or combinations thereof,” “or combinations of two or more thereof,” “or a combination thereof,” and the like are used interchangeably to denote that the listing of components immediately preceding the phrase, such as “A, B, C, D, or mixtures thereof” signify that the component(s) may be chosen from A, from B, from C, from D, from A+B, from A+B+C, from A+D, from A+C+D, etc., without limitation on the variations thereof. Thus, the components may be used individually or in any combination thereof.

For purposes of the present disclosure, it should be noted that to provide a more concise description, some of the quantitative expressions given herein are not qualified with the term “about.” It is understood that whether the term “about” is used explicitly or not, every quantity given herein is meant to refer to the actual given value, and it is also meant to refer to the approximation to such given value that would reasonably be inferred based on the ordinary skill in the art, including approximations due to the experimental and/or measurement conditions for such given value, unless otherwise stated.

All ranges and amounts given herein are intended to include sub-ranges and amounts using any disclosed point as an end point, and all endpoints are intended to be included unless expressly stated otherwise. Thus, a range of “1 % to 10%, such as 2% to 8%, such as 3% to 5%,” is intended to encompass ranges of “1 % to 8%,” “1 % to 5%,” “2% to 10%,” and so on. All numbers, amounts, ranges, etc., are intended to be modified by the term “about,” whether or not expressly stated, unless expressly stated otherwise. Similarly, a range given of “about 1 % to 10%” is intended to have the term “about” modifying both the 1 % and the 10% endpoints. The term “about” is used herein to indicate a difference of up to +/- 10% from the stated number, such as +/- 9%, +/- 8%, +/- 7%, +/- 6%, +/- 5%, +/- 4%, +/- 3%, +/- 2%, or +/- 1 %. Unless expressly stated otherwise, “about” means +/- 5%. Likewise, all endpoints of ranges are understood to be individually disclosed, such that, for example, a range of 1 :2 to 2:1 is understood to disclose a ratio of both 1 :2 and 2:1 .

As used herein, if a component is described as being present “in an amount up to” a certain amount, it is intended that such component is, in fact, present in the composition, i.e. is present in an amount greater than 0%.

All amounts given herein are relative to the amount of active material, unless otherwise indicated.

All percentages, parts and ratios herein are based upon the total weight of the compositions of the present disclosure, unless otherwise indicated.

As used herein, all ranges provided are meant to include every specific range within, and combination of sub ranges between, the given ranges. Thus, a range from 1 -5, includes specifically 1 , 2, 3, 4 and 5, as well as sub ranges such as 2-5, 3-5, 2-3, 2-4, 1 -4, etc.

In this application, the terms “keratin fibers” and “hair” are used interchangeably, without intending to be limiting. A person skilled in the art will understand that keratin fibers include hair, such as hair that grows from the scalp.

As used herein, the phrase “applying a composition onto hair” and variations thereof are intended to mean contacting the hair with at least one of the compositions of the disclosure, in any manner. It may also mean contacting the hair in an effective amount.

The term “treating hair” (and its grammatical variations) as used herein refers to the application of the compositions of the present disclosure onto the surface of hair. The term “treating hair” (and its grammatical variations) as used herein also refers to contacting hair with the compositions of the present disclosure. Unless otherwise defined for any specific embodiment, the term “substantially free” or “essentially free” as used herein means that there is less than about 5% by weight of a specific material added to a composition, based on the total weight of the composition. For example, the compositions may include less than about 4%, less than about 3%, less than about 2%, less than about 1 .5%, less than about 1 %, less than about 0.5%, less than about 0.1 %, less than about 0.01%, less than about 0.001 %, or less than about 0.0001% of the specified material. As such, it is contemplated that any component described herein for use in the hair treatment compositions can be present in the compositions in amounts less than about 5%, less than about 4%, less than about 3%, less than about 2%, less than about 1 %, less than about 0.5%, less than about 0.1 %, less than about 0.01 %, less than about 0.001 %, or less than about 0.0001 %, and the composition will be considered “substantially free” of such material. A composition that is “free” of a component is understood to contain none of the specified component. However, it is understood that the terms “free” and “substantially free” refer to the amount of a component added to the composition, without including an amount of the component present in the composition as a minor component in a raw material. For example, a composition that is “free” of waxes may not have wax included as an intended component but may nevertheless contain a pigment that is coated with a wax, as such wax would be considered a minor component of the pigment material and would not be expected to provide benefits to the composition that would be expected by including a wax per se as an intended component.

As used herein, a “stable” composition maintains a texture that is substantially unchanged, and shows minimal to no phase separation when stored at room temperature for at least one month, preferably at least two months, or at temperatures up to 45°C for at least two weeks.

Unless otherwise expressly stated, 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. Accordingly, where a method claim does not expressly recite an order to be followed by its steps or it is not specifically stated in the claims or descriptions that the steps are to be limited to a specific order, it not intended that any particular order be inferred.

The examples that follow serve to illustrate embodiments of the present disclosure without, however, being limiting in nature. It will be apparent to those skilled in the art that various modifications and variations can be made in the compositions and methods of the invention without departing from the spirit or scope of the invention. Thus, it is intended that the present disclosure covers the modifications and variations that come within the scope of the appended claims and their equivalents. EXAMPLES

The following Examples are intended to be non-limiting and explanatory in nature only. In the Examples, amounts are expressed in percentage by weight (wt%) of active materials, relative to the total weight of the composition, unless otherwise indicated. Example 1 - Compositions

Compositions 1 A-1 E according to the disclosure were prepared as shown in Table 1 .

TABLE 1

The compositions contained a synergistic combination of active components (carboxylic acids (citric acid), osmolytes (glycine betaine), and amino acids (arginine)) and yet were surprisingly stable due to the presence of cationic surfactants (cetrimonium chloride, behentrimonium chloride, and/or stearamidopropyl dimethylamine).

Example 2 - Evaluation of Damage Repair

In order to evaluate the ability of compositions according to the disclosure to minimize, prevent, or repair damage to hair, the following studies were conducted.

A comparative product, C1 , had the following listing of ingredients on the package: Water (Aqua/Eau), Bis-Aminopropyl Diglycol Dimaleate, Propylene Glycol, Cetearyl Alcohol, Behentrimonium Methosulfate, Cetyl Alcohol, Phenoxyethanol, Glycerin, Hydroxyethyl Ethylcellulose, Stearamidopropyl Dimethylamine, Quaternium- 91 , Sodium Benzoate, Cetrimonium Methosulfate, Cetrimonium Chloride, Fragrance (Parfum), Tetrasodium EDTA, Polyquaternium-37, Benzyl Benzoate, Etidronic Acid, Ascorbic Acid, Phytantriol, Tocopheryl Acetate, Aloe Barbadensis Leaf Juice, Panthenol, Simmondsia Chinensis (Jojoba) Seed Oil, Citric Acid, Potassium Sorbate. Composition C1 , which is described as a “pre-shampoo hair treatment that reduces breakage and split ends for visibly healthier hair,” is advertised as part of a system that asserts it can “relink broken disulfide bonds damaged by chemical services, heat, and styling.” The instructions for composition C1 are to use the product prior to using the shampoo (“C1 -S”) and conditioner (“C1 -C”) that form part of this system, both of which include bis-aminopropyl diglycol dimaleate as the stated active agent.

Example 2A - Ultra Bleached Hair

Five swatches (S17-S21 ) of virgin Caucasian hair were bleached with a composition prepared by mixing a commercial bleach powder with a commercial oxidizing composition (40V hydrogen peroxide) at a mixing ratio of 1 :1.5 (bleach powderoxidizing composition) and processed at a temperature of about 55°C for about 45 minutes. The swatches were rinsed and then four of the swatches (S17-S20) were subjected to the following treatment routines (swatch S21 did not have any treatment after the bleaching composition was rinsed from the hair).

Swatch S17 was cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, a commercially available conditioner composition was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. This treatment protocol was repeated four more times.

Swatches S18 and S19 were each cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, a commercially available conditioner composition was applied and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. Immediately, one of compositions 1 D (S18) or 1 B (S19) was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. This treatment protocol was repeated four more times.

Swatch S20 was treated with composition C1 by applying the composition to the swatch and distributing it to ensure the hair was fully coated. Composition C1 was allowed to remain on the hair for a resting period of about five minutes, and then the swatch was thoroughly rinsed. Immediately, the swatch was cleansed with shampoo C1 -S by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, conditioner C1 -C was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. This treatment protocol was repeated four more times.

The integrity of the hair fibers of each of swatches S17-S21 was studied, to evaluate the ability of compositions according to the disclosure to minimize, prevent, or repair damage to hair.

The evaluation was performed by stretching a standardized amount of wet hair fibers, with two experts independently evaluating each swatch. The experts were trained to stretch the area of the swatch being evaluated by uniformly applying manual pulling force using the hands/fingers. The behavior of the swatch was classified by each expert according to a 6-level scale as follows, with the result reported for each swatch as the average of the two:

0 = Natural, healthy hair (no damage);

1 = Low elasticity (when stretched, hair fibers present slight elasticity, returning to the initial state after the test);

2 = Moderate elasticity (when stretched, hair fibers present elasticity, returning to the initial state after the test);

3 = High elasticity (when stretched, hair fibers present elasticity and some of the hair fibers do not return to the initial state after the test);

4 = Very high elasticity (when stretched, hair fibers present elasticity and most of the hair fibers do not return to the initial state after the test); and

5 = Immediate break (when stretched, hair fibers present high elasticity and break during the test).

The results showed that the hair fibers of swatches S18 and S19, treated with compositions 1 D and 1 B respectively, surprisingly had lower elasticity than the fibers of swatches S17 and S20-S21 one day after the treatment protocol was completed (FIG. 1 ). In other words, the hair of swatches S17 and S21 was damaged by the harsh bleaching process, leading to increased elasticity, the hair of swatch S20 was damaged by the harsh bleaching process but not repaired with the comparative treatment, leading to increased elasticity, whereas the damage to swatches S18 and S19 had been repaired by treatment with compositions 1 D and 1 B.

Second, the strength was evaluated using a fiber tensile testing instrument from Dia-Stron known as an MTT (Miniature Tensile Tester). The results showed that the hair of swatches S18 and S19, treated with compositions 1 D and 1 B respectively, was surprisingly stronger than the hair of swatches S17 and S20-S21 , meaning that more force was required to break the individual hair fibers of swatches S18 and S19. FIG. 2A shows the break stress (MPa) for a control swatch (CTL), which was the same hair but unbleached, swatch S17, which was bleached but without subsequent treatment, and swatches S18 and S19, treated with compositions 1 D and 1 B respectively, and S20, treated with the comparative compositions. As FIG. 2A shows, the break stress of the control swatch (CTL) was more than twice that of swatch S17, demonstrating the significant damage caused by the bleaching process. After five (5) treatments with either composition 1 D (swatch S18), 1 B (swatch S19), or the comparative compositions (S20), the break stress of the treated swatches was increased compared to swatch S17. Surprisingly, the increase in break stress for swatches S18-S19 was considered to be statistically significant compared to that of swatch S20, meaning that compositions 1 D and 1 B repaired the hair to a greater degree than the comparative compositions. Example 2B - Straightened and Ultra Bleached Hair: Elasticity

Four swatches (S22-S25) of Caucasian hair that had been previously straightened using formaldehyde were bleached with a composition prepared by mixing a commercial bleach powder with a commercial oxidizing composition (40V hydrogen peroxide) at a mixing ratio of 1 :1.5 (bleach powderoxidizing composition) and processed at a temperature of about 55°C for about 45 minutes. The swatches were rinsed and for a treatment period of five weeks, all four swatches were subjected to the following routine twice a week.

First, the swatches were cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, a commercially available conditioner composition was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair.

Three of the swatches (S22-S24) were subjected to the following additional treatment routines one time each week for the 5-week period.

Swatch S22 was cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. A mask composition was applied to the hair and allowed to remain on the hair, after which the hair was rinsed. Immediately, a commercially available conditioner composition was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair.

Swatch S23 was cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, composition 1 C was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. Immediately, a commercially available conditioner composition was applied and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair.

Swatch S24 was treated with composition C1 by applying the composition to the swatch and distributing it to ensure the hair was fully coated. Composition C1 was allowed to remain on the hair for a resting period of about five minutes, and then the swatch was thoroughly rinsed. Immediately, the swatch was cleansed with shampoo C1 -S by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, conditioner C1 -C was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair.

After the five-week treatment period, the elasticity of the hair fibers of each of swatches S22-S25 was studied in the same manner as described in Example 2A. The results showed that the hair fibers of swatch S23, treated with composition 1 C, had lower elasticity than the fibers of any of swatches S22 or S24-S25.

Example 2C - Straightened and Ultra Bleached Hair: Strength

Four swatches (S26-S29) of Caucasian hair that had been previously straightened using formaldehyde were bleached with a composition prepared by mixing a commercial bleach powder with a commercial oxidizing composition (40V hydrogen peroxide) at a mixing ratio of 1 :1.5 (bleach powderoxidizing composition) and processed at a temperature of about 55°C for about 45 minutes. The swatches were rinsed and for a treatment period of five weeks, all four swatches were subjected to the following routine.

First, the swatches were cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, a commercially available conditioner composition was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair. Three of the swatches (S27-S29) were subjected to the following additional treatment routines one time each week for the 5-week period.

Swatches S27 and S28 were cleansed with a commercially available shampoo by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. One of either composition 1 B (S28) or 1 D (S27) was applied to the hair and allowed to remain on the hair, after which the hair was rinsed. Immediately, a commercially available conditioner composition was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair.

Swatch S29 was treated with composition C1 by applying the composition to the swatch and distributing it to ensure the hair was fully coated. Composition C1 was allowed to remain on the hair for a resting period of about five minutes, and then the swatch was thoroughly rinsed. Immediately, the swatch was cleansed with shampoo C1 -S by wetting the swatch, applying the shampoo to the swatch, lathering the shampoo, allowing it to rest on the swatch for a period of about one minute, then rinsing the swatch until all shampoo was removed. Immediately, conditioner C1 -C was applied to the swatch and distributed to ensure the hair was fully coated, allowed to remain for a resting period of about five minutes, and then the swatch was thoroughly rinsed. A leave-on conditioning product and a leave-on flat iron serum were applied to the hair.

MTT testing was performed in the same manner as described in Example 2A. The results showed that the hair of swatches S27 and S28, treated with compositions 1 D and 1 B respectively, was surprisingly stronger than the hair of swatches S26 or S29, meaning that more force was required to break the individual hair fibers of swatches S27-S28. FIG. 2B shows the break stress (MPa) for a control swatch (CTL), which was the same hair but unbleached, swatch S26, which was bleached but without subsequent treatment, swatches S27 and S28, treated with compositions 1 D and 1 B respectively, and S29, treated with the comparative compositions. As FIG. 2B shows, the break stress of the control swatch (CTL) was approximately three times that of swatch S26, showing the significant damage caused by the bleaching process. After five (5) treatments with either composition 1 B (swatch S28), 1 D (swatch S27), the break stress of the treated swatches was increased compared to swatch S26, and the improvement was considered to be statistically significant. FIG. 2B shows, however, that the break stress of the swatch treated with the comparative composition (S29) had no improvement in break stress. Examples 2A-2C thus demonstrate that treating hair that has been damaged by harsh chemical processes with a composition according to the disclosure surprisingly repairs the damage. The damage repair achieved with compositions according to the disclosure is also surprisingly greater than that achieved with a commercial product that asserts to do the same. Example 3 - Compositions

Compositions 2A-2F according to the disclosure were prepared as shown in Table 2.

TABLE 2

Compositions 2A-2F, which contained a synergistic combination of active components (carboxylic acids (citric acid), osmolytes (glycine betaine), and amino acids (arginine)) and were stable due to the presence of cationic surfactants (cetrimonium chloride, behentrimonium chloride, and/or stearamidopropyl dimethylamine), are likewise expected to minimize, prevent, and/or repair damage to hair. The compositions are also expected to improve elasticity and tensile strength of the treated hair fibers.

Example 4 - Additional Compositions

The following compositions according to the disclosure can be prepared, and are expected to be similarly stable and to minimize, prevent, or repair damage to hair. The compositions are also expected to improve elasticity and tensile strength of the treated hair fibers.

TABLE 3

The above examples demonstrate that the synergistic combination o active components (carboxylic acids, osmolytes, and amino acids) according to the disclosure surprisingly and unexpectedly repair hair that has been damaged, and prevent or minimize damage to hair. The cationic surfactants surprisingly provide stability to the compositions despite the presence of relatively high amounts of these active components.

Claims

SET OF CLAIMS

1 . A composition for treating keratin fibers, comprising: a) at least one compound chosen from amino acids or salts thereof; b) at least one osmolyte; c) at least one compound chosen from carboxylic acids or salts thereof; d) at least one cationic surfactant; and e) water, wherein the weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants is greater than about 0.5, and wherein the pH of the composition is less than 7.

2. The composition of claim 1 , comprising a) at least one amino acid chosen from compounds of formula (I) or salts thereof:

wherein: p is an integer equal to 1 or 2, and when p = 1 , R forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 ring members, optionally substituted by one or more groups chosen from hydroxyl or (C1 -C4)alkyl ; or when p = 2, R represents a hydrogen atom or a saturated, linear, or branched (C1 -C12)alkyl group, preferably a (C1 -C4)alkyl group, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -NH-, or - C(NH)-, and/or optionally substituted by one or more groups chosen from hydroxyl (- OH), amino (-NH₂), -SH, -COOH,

-CONH2, — N H— C(N H)— N H2, or an imidazole ring.

3. The composition of claim 1 or claim 2, comprising a) at least one amino acid chosen from arginine, glycine, proline, methionine, serine, lysine, histidine, salts thereof, or combinations of two or more thereof.

4. The composition of any one of claims 1 to 3, comprising b) at least one osmolyte chosen from carbohydrate sugars, polyamines, betaines, or combinations of two or more thereof, preferably comprising at least one betaine chosen from compounds of formula (II) or salts thereof:

(R1 )(R2)(R3)m-A⁺-CR4R5-(X)_n-Y-

(H) wherein:

R1 , R2, and R3 are independently chosen from C1 -C4 alkyl groups;

A is N or S; m and n are independently 0 or 1 ;

X is a divalent C1 -C6 alkyl group, linear or branched, saturated or unsaturated, optionally substituted by one or more groups chosen from hydroxyl (-OH) or amino (-NH2); and

Y’ is -COO- or -OSO3-; with the provisos that: o when A is S, then m = 0 and R4 and R5 are independently chosen from a hydrogen atom or a saturated, unsaturated, linear, branched and/or cyclic (including aromatic and polycyclic chains), (C1 -C10) hydrocarbon chain, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH-, or - C(NH)-, and/or optionally substituted by one or more groups chosen from hydroxyl (- OH), amino (-NH2), -SH, -COOH, or -CONH2; o when A is N and m = 0, R4 represents a hydrogen atom or a saturated, linear, or branched (C1 -C8)alkyl, and R5 forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, optionally substituted by one or more groups chosen from hydroxyl or (C1 -C4)alkyl; and o when A is N and m = 1 , then R4 and R5 are independently chosen from a hydrogen atom or a saturated, unsaturated, linear, branched and/or cyclic (including aromatic and polycyclic chains) (C1 -C10) hydrocarbon chain, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH-, or - C(NH)-, and/or optionally substituted by one or more groups chosen from hydroxyl (- OH), amino (-NH2), -SH, -COOH, or -CONH2.

5. The composition of any one of claims 1 to 4, wherein the weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants is greater than about 1 .

6. The composition of any one of claims 1 to 5, comprising b) at least one osmolyte chosen from carbohydrate sugars, preferably from C3-C6 monosaccharides, more preferably from pentoses, hexoses, derivatives thereof, or combinations of two or more thereof.

7. The composition of any one of claims 1 to 6, comprising b) at least one polyamine chosen from diamines, triamines, tetramines, pentamines, or combinations of two or more thereof.

8. The composition of any one of claims 1 to 7, comprising b) at least one compound of formula (II) chosen from zwitterionic amino acid derivatives bearing a quaternary ammonium group and comprising from 1 to 12 carbon atoms, preferably from 2 to 10 carbon atoms, more preferably from 3 to 8 carbon atoms.

9. The composition of any one of claims 1 to 8, comprising b) at least one compound of formula (II) chosen from valine betaine, glutamic acid betaine, glutamine betaine, trimethyl lysine, glycine betaine, histidine betaine, N-methyl histidine betaine, alanine betaine, beta-alanine betaine, choline sulfate, pipecolic acid betaine, proline betaine, hydroxyproline betaine, tyrosine betaine, phenylalanine betaine, tryptophan betaine, leucine betaine, isoleucine betaine, salts thereof, or combinations of two or more thereof, preferably comprising glycine betaine.

10. The composition of any one of claims 1 to 9, comprising b) at least one compound of formula (II), wherein:

R1 and R2 are methyl;

A is N; and/or

Y is COO-.

11. The composition of any one of claims 1 to 10, comprising c) at least one compound chosen from formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, lactic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, citric acid, isocitric acid, aconitic acid, propane-1 ,2,3- tricarboxylic acid, salts thereof, or combinations of two or more thereof.

12. The composition of any one of claims 1 to 11 , comprising d) at least one cationic surfactant chosen from optionally polyoxyalkylenated primary, secondary, or tertiary fatty amine salts, quaternary ammonium salts, or combinations of two or more thereof.

13. The composition of any one of claims 1 to 12, comprising d) at least one cationic surfactant chosen from cetrimonium chloride, behentrimonium chloride stearamidopropyl dimethylamine, palmitamidopropyl dimethylamine, lauramidopropyl dimethylamine, behenamidopropyl dimethylamine, or combinations of two or more thereof.

14. The composition of any one of claims 1 to 13, comprising d) at least one cationic surfactant chosen from compounds of formula (III):

15. The composition of any one of claims 1 to 14, wherein the total amount of amino acids and salts thereof ranges from about 2% to about 15%, preferably from about 2.5% to about 12%, more preferably from about 3% to about 10%, and most preferably from about 3.5% to about 8% by weight, relative to the total weight of the composition.

16. The composition of any one of claims 1 to 15, wherein the total amount of osmolytes ranges from about 0.5% to about 10%, preferably from about 1 % to about 8%, more preferably from about 1 % to about 5%, and most preferably from about 1 .5% to about 3.5% by weight, relative to the total weight of the composition.

17. The composition of any one of claims 1 to 16, wherein the total amount of carboxylic acids and salts thereof ranges from about 3% to about 15%, preferably from about 3% to about 12%, more preferably from about 3.5% to about 10%, and most preferably from about 4% to about 8% by weight, relative to the total weight of the composition.

18. The composition of any one of claims 1 to 17, wherein the total amount of cationic surfactants ranges from about 0.01 % to about 10%, preferably from about 0.5% to about 8%, more preferably from about 1% to about 6%, and most preferably from about 2% to about 5% by weight, relative to the total weight of the composition.

19. The composition of any one of claims 1 to 18, wherein the weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants ranges from about 1 to about 10, preferably from about 1 .25 to about 8, more preferably from about 1 .5 to about 6, and most preferably from about 1.75 to about 5.

20. The composition of any one of claims 1 to 19, wherein the pH of the composition ranges from about 2 to about 6, preferably from about 2.5 to about 5, more preferably from about 2.5 to about 4.5, and most preferably from about 3 to about 4.

21 . The composition of any one of claims 1 to 20, comprising: a) at least one compound chosen from basic amino acids or salts thereof; b) at least one compound chosen from compounds of formula (II) or salts thereof; c) at least one compound chosen from citric acid, lactic acid, or salts thereof; d) at least one cationic surfactant; and e) water and optionally at least one non-aqueous solvent chosen from polyols.

22. The composition of any one of claims 1 to 21 , comprising: a) at least one compound chosen from arginine or salts thereof; b) glycine betaine or a salt thereof; c) at least one compound chosen from citric acid, lactic acid, or salts thereof; d) at least one cationic surfactant; e) water and optionally at least one non-aqueous solvent chosen from polyols; and f) optionally at least one compound chosen from serine or salts thereof.

23. The composition of any one of claims 1 to 22 further comprising at least one additional component chosen from fatty compounds, amphoteric surfactants, thickening agents, or combinations of two or more thereof.

24. A composition for treating keratin fibers, comprising: a) at least one compound chosen from basic amino acids or salts thereof; b) at least one osmolyte chosen from compounds of formula (II) or salts thereof:

(R1 )(R2)(R3)m-A⁺-CR4R5-(X)_n-Y-

(H) wherein:

R1 , R2, and R3 are independently chosen from C1 -C4 alkyl groups;

A is N or S; m and n are independently 0 or 1 ;

Y’ is -COO- or -OSO3-; with the provisos that: o when A is S, then m = 0 and R4 and R5 are independently chosen from a hydrogen atom or a saturated, unsaturated, linear, branched and/or cyclic (including aromatic and polycyclic chains), (C1 -C10) hydrocarbon chain, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH-, or -C(NH)-, and/or optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH2), -SH, -COOH, or -CONH2; o when A is N and m = 0, R4 represents a hydrogen atom or a saturated, linear, or branched (C1 -C8)alkyl, and R5 forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, optionally substituted by one or more groups chosen from hydroxyl or (C1 -C4)alkyl ; and o when A is N and m = 1 , then R4 and R5 are independently chosen from a hydrogen atom or a saturated, unsaturated, linear, branched and/or cyclic (including aromatic and polycyclic chains) (C1 -C10) hydrocarbon chain, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -N=, -NH-, or -C(NH)-, and/or optionally substituted by one or more groups chosen from hydroxyl (-OH), amino (-NH₂), -SH, -COOH, or -CONH2; c) at least one compound chosen from carboxylic acids or salts thereof; d) at least one cationic surfactant; and e) water, wherein the weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants ranges from about 1 to about 10, and wherein the pH of the composition ranges from about 2 to about 6.

25. The composition of claim 24, comprising b) at least one compound of formula (II) wherein:

R1 , R2, and R3 are methyl;

A is N;

Y is COO-;

X is a divalent alkyl group, linear or branched, preferably saturated, having from 1 to 4 carbon atoms, optionally substituted by methylene or ethylene;

R4 is hydrogen; and

R5 forms, together with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 to 6 ring members, optionally substituted by one hydroxy group.

26. The composition of claim 24 or claim 25, comprising c) at least one compound chosen from formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, lactic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, citric acid, isocitric acid, aconitic acid, propane-1 ,2, 3-tricarboxylic acid, salts thereof, or combinations of two or more thereof.

27. The composition of any one of claims 24 to 26, comprising d) at least one cationic surfactant chosen from optionally polyoxyalkylenated primary, secondary, or tertiary fatty amine salts, quaternary ammonium salts, or combinations of two or more thereof.

28. The composition of any one of claims 24 to 27, further comprising at least one additional component chosen from fatty compounds, amphoteric surfactants, thickening agents, or combinations of two or more thereof.

29. The composition of any one of claims 24 to 28, wherein the weight ratio of the total amount of [basic amino acids and salts thereof + compounds of formula (II)] to the total amount of cationic surfactants ranges from about 1.25 to about 8, preferably from about 1 .5 to about 6, more preferably from about 1 .75 to about 5, and most preferably from about 2 to about 4.

30. A composition for treating keratin fibers, comprising: a) at least one compound chosen from basic amino acids or salts thereof; b) at least one osmolyte; c) at least one compound chosen from carboxylic acids or salts thereof; d) at least one cationic surfactant; and e) water, wherein the weight ratio of the total amount of [amino acids and salts thereof + osmolytes] to the total amount of cationic surfactants ranges from about 1 .5 to about 6, and wherein the pH of the composition ranges from about 2.5 to about 4.5.

31 . The composition of claim 30, comprising at least one amino acid chosen from arginine, glycine, proline, methionine, serine, lysine, histidine, salts thereof, or combinations of two or more thereof.

32. The composition of claim 30 or claim 31 , comprising b) at least one osmolyte chosen from carbohydrate sugars, polyamines, betaines, or combinations of two or more thereof, preferably comprising at least one betaine chosen from compounds of formula (II) or salts thereof:

(R1 )(R2)(R3)m-A⁺-CR4R5-(X)_n-Y-

(H) wherein:

R1 , R2, and R3 are independently chosen from C1 -C4 alkyl groups;

A is N or S; m and n are independently 0 or 1 ;

33. The composition of any one of claims 30 to 32, comprising a) at least one basic amino carboxylic acid and b) at least one betaine.

34. The composition of any one of claims 30 to 33, comprising b) at least one carbohydrate chosen from sugars, preferably from C3-C6 monosaccharides, more preferably from pentoses, hexoses, derivatives thereof, or combinations of two or more thereof.

35. The composition of any one of claims 30 to 34, comprising b) at least one polyamine chosen from diamines, triamines, tetramines, pentamines, or combinations of two or more thereof.

36. The composition of any one of claims 30 to 35, comprising b) at least one compound of formula (II) chosen from zwitterionic amino acid derivatives bearing a quaternary ammonium group and comprising from 1 to 12 carbon atoms, preferably from 2 to 10 carbon atoms, more preferably from 3 to 8 carbon atoms.

37. The composition of any one of claims 30 to 36, comprising b) at least one compound of formula (II) chosen from valine betaine, glutamic acid betaine, glutamine betaine, trimethyl lysine, glycine betaine, histidine betaine, N-methyl histidine betaine, alanine betaine, beta-alanine betaine, choline sulfate, pipecolic acid betaine, proline betaine, hydroxyproline betaine, tyrosine betaine, phenylalanine betaine, tryptophan betaine, leucine betaine, isoleucine betaine, salts thereof, or combinations of two or more thereof, preferably glycine betaine.

38. The composition of any one of claims 30 to 37, comprising b) at least one compound of formula (II), wherein:

R1 and R2 are methyl;

A is N; and/or

Y is COO-.

39. The composition of any one of claims 30 to 38, comprising c) at least one compound chosen from formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, lactic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, citric acid, isocitric acid, aconitic acid, propane-1 ,2,3- tricarboxylic acid, salts thereof, or combinations of two or more thereof.

40. The composition of any one of claims 30 to 39, comprising d) at least one cationic surfactant chosen from optionally polyoxyalkylenated primary, secondary, or tertiary fatty amine salts, quaternary ammonium salts, or combinations of two or more thereof.

41 . The composition of any one of claims 30 to 40, wherein the total amount of amino acids and salts thereof ranges from about 2% to about 15%, preferably from about 2.5% to about 12%, more preferably from about 3% to about 10%, and most preferably from about 3.5% to about 8% by weight, relative to the total weight of the composition.

42. The composition of any one of claims 30 to 41 , wherein the total amount of osmolytes ranges from about 0.5% to about 10%, preferably from about 1 % to about 8%, more preferably from about 1 % to about 5%, and most preferably from about 1 .5% to about 3.5% by weight, relative to the total weight of the composition.

43. The composition of any one of claims 30 to 42, wherein the total amount of carboxylic acids and salts thereof ranges from about 3% to about 15%, preferably from about 3% to about 12%, more preferably from about 3.5% to about 10%, and most preferably from about 4% to about 8% by weight, relative to the total weight of the composition.

44. The composition of any one of claims 30 to 43, wherein the total amount of cationic surfactants ranges from about 0.01 % to about 10%, preferably from about 0.5% to about 8%, more preferably from about 1 % to about 6%, and most preferably from about 2% to about 5% by weight, relative to the total weight of the composition.

45. The composition of any one of claims 1 to 44 which is stable.

46. A method for treating keratin fibers, the method comprising:

(i) applying to the keratin fibers a composition according to any one of claims 1 to 45; and

(ii) optionally rinsing the keratin fibers.

47. The method of claim 46, wherein the composition is left on the keratin fibers for a leave-in period of time, optionally followed by rinsing the keratin fibers, wherein the leave-in period of time ranges from: about 30 seconds to about 60 minutes, preferably from about 30 seconds to about 30 minutes, more preferably from about 30 seconds to about 15 minutes, and most preferably from about 2 minutes to about 10 minutes; or about 1 hour to about 12 hours, preferably about 1 hour to about 10 hours, more preferably from about 2 hours to about 10 hours.

48. The method of claim 46 or claim 47, further comprising:

(iii) shampooing and/or conditioning the keratin fibers before and/or after steps (i) and/or (ii).

49. The method of any one of claims 46 to 48, which is a method of reducing or preventing hair damage or breakage, protecting hair from damage, restoring hair fiber moisture equilibrium, providing hair fiber strength, and/or improving hair fiber elasticity.