WO2019104398A1 - Cleansing compositions - Google Patents

Abstract

The present disclosure relates to cosmetic compositions that exhibit high viscosity properties and are particular useful as cleansers. Methods for making and using the compositions are also described. The compositions typically include: (a) one or more anionic surfactants; (b) one or more amphoteric surfactants; (b) one or more alkanolamides; (c) one or more quaternized polysaccharides; (d) hydroxyl group-containing compounds; (e) one or more fatty dialkylamines; (f) one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids; and (g) water. In some instances, one or more non-polysaccharide polymeric quaternized compounds can be included. The compositions are stable, easily foam, and provide cleansing and conditioning properties.

Description

CLEANSING COMPOSITIONS

FIELD OF THE DISCLOSURE

The present disclosure relates to cleansing compositions for use on keratinous substrates. The compositions are transparent and exhibit high viscosities and foaming properties. At the same time, the cleansing compositions of the present disclosure provide conditioning to keratinous substrates. Methods for making and using said compositions are also described.

BACKGROUND

Surfactants are widely used in aqueous based personal care, household, and industrial products. They are typically used as wetting agents, detergents, and emulsifiers. In personal care cleansing products (e.g., shampoos, body washes, facial cleansers, liquid hand soaps, etc.) the surfactant is often the most important component because it provides many of the cleansing attributes of the composition.

Although in principle any surfactant class {e.g., cationic, anionic, nonionic, amphoteric) is suitable in cleansing or cleaning applications, in practice most personal care cleansers for keratinous substrates such as skin and hair, and household cleaning products are formulated with anionic surfactants or with a combination of an anionic surfactant as the primary detersive agent with one or more secondary surfactants selected from the other surfactant classes. Anionic surfactants are often used as detersive agents in cleansers and cleaning products because of their excellent cleaning and foaming properties. From the consumer's perspective, the amount and stability of the foam directly relates to the perceived cleaning efficiency of the composition. Generally speaking, the larger the volume of foam produced and the more stable the foam, the more efficient is the perceived cleaning action of the composition.

Thus, anionic surfactants, especially sulfate-based surfactants, are popular because of their effectiveness in cleansing and foaming properties. Nonetheless, over-use or high amounts of these surfactants can cause needless drying to the face and scalp, and contribute to color fading and drying of hair. For example, consumers with damaged, delicate, dyed, or curly hair find products containing anionic surfactants to be too drying and damaging for frequent use, and, as a result, choose mild cleansing compositions which have low levels of anionic surfactants. This presents a potential problem in low-surfactant or mild cleansing formulations, as foam volume tends to decrease with decreasing surfactant concentration. In addition, on account of the low detergency property, excess oils and styling products may not be effectively removed from the hair. This may make the hair flat and feel greasy, and with repeated use, the hair does not feel clean.

Consumers are therefore still in search of optimized cleansing compositions for hair and skin such as shampoos that provide adequate visual sleekness of the hair; good conditioning and feel of the hair, good hair manageability, detangling properties, and in particular of wet hair; control, or even elimination, of frizziness, and also control or reduction of the volume and of the apparent mass of the head of hair.

Certain ingredients such as silicones and cationic agents are contemplated for use in hair cleansing compositions in order to provide conditioning benefits to hair and compensate for the drying caused by anionic surfactants. Nonetheless, it is difficult to incorporate cationic agents into cleansing compositions comprising anionic surfactants. The cationic agents have a tendency to interact with the anionic surfactants to form water-insoluble complexes that prevent the respective components from functioning properly, and disrupt the stability of the compositions. Silicones, on the other hand, can weigh down the hair, may be difficult to rinse out and can make the hair to slippery and difficult to style.

Consumers also appreciate personal care products or particular appearance and texture or consistency. For example, rinse-off cleansing and/or washing compositions that are clear in appearance are desired by consumers. Moreover, viscosity or thickness and consistency can impact consumers’ preferences with respect to ease of application and distribution on hair or skin or product feel.

Thus, challenges still exist for manufacturers of personal care products in the use of certain ingredients or their combinations that can provide the desired attributes, while remaining stable.

SUMMARY OF THE DISCLOSURE

The present disclosure relates to cleansing compositions that are transparent or clear and have good foaming and conditioning properties. The compositions exhibit unique viscosity properties and are particularly useful as cleansing compositions for keratinous substrates such as hair and skin (including the scalp, face and body). The constituents of the compositions are also unique because fatty dialkylamine compounds (such as stearamidopropyl dimethylamine) and quaternized compounds (such as quaternized or cationic polysaccharides) are combined with anionic surfactants (such as anionic sulfate surfactants) and amphoteric surfactants (“zwitterionic” surfactants such as betaines) in certain weight proportions. Fatty dialkylamine compounds are not typically combined with anionic surfactants because they can negatively interact with one another to form a water-insoluble complex. It was discovered, however, that by combining the fatty dialkylamine compounds with one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids, the fatty dialkylamine compounds become“neutralized,” and can successfully be combined with anionic and amphoteric surfactants, quaternized compounds, and polyols to form a stable composition having both cleansing and foaming properties, a unique viscosity, and transparent or clear appearance. After “neutralization,” the fatty dialkylamine compounds exhibit a cationic charge and therefore have properties similar to a cationic surfactant. This allows the fatty dialkylamine compounds to enhance the conditioning benefits provided by the quaternized polysaccharides. At the same time, the use of alkanolamides (such as fatty acid alkanolamides) in the compositions of the present disclosure helps impart hydrophobicity or increase the hydrophobicity of keratinous substrates such as hair which provides more discipline and manageability to hair. Additionally, the presence of glycerin and one or more hydroxyl group-containing compounds other than glycerin such as glycols provide a desirable viscosity and transparent appearance to the compositions of the present disclosure.

The cleansing compositions of the instant disclosure typically include:

(a) from about 6 to about 10 wt.% of one or more anionic surfactants;

(b) from about 2 to about 5 wt.% of one or more amphoteric surfactants;

(c) from about 0.1 to about 1 wt.% of one or more alkanolamides;

(c) from about 0.1 to about 1 wt.% of one or more quaternized polysaccharides;

(d) from about 2 to about 6 wt.% (total weight) of glycerin and one or more hydroxyl group-containing compounds other than glycerin;

(e) from about 0.3 to about 2 wt.% of one or more fatty dialkylamines;

(f) one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids; and

(g) water;

all weights being based on the total weight of the composition.

The compositions of the instant disclosure may also further comprise a non-polysaccharide polymeric quaternized compound. The compositions are preferably, substantially free of silicones. The compositions are also preferably, substantially free of opacifying agents, for example, glycol distearate.

The one or more anionic surfactants include sodium laurate, sodium palmitate, sodium lauryl ether sulfate (sodium laureth sulfate), sodium lauryl sulfate, magnesium lauryl ether sulfate, magnesium lauryl sulfate, calcium lauryl ether sulfate, calcium lauryl sulfate, ammonium lauryl ether sulfate, ammonium lauryl sulfate, potassium lauryl sulfate, sodium lauroyl sarcosinate, sodium N-myristyl-N- methyl taurate, sodium methyl coconut oil fatty acid taurate, sodium methyl lauryl taurate, POE-sodium oleyl ether phosphate or POE-stearyl ether phosphate, sodium di(2-ethylhexyl)sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, sodium linear dodecyl benzene sulfonate, triethanolamine linear dodecyl benzene sulfonate, linear dodecyl benzene sulfonate, monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, monosodium N-myristyl-L-glutamate, potassium N- cocoyl glycinate, sodium N-stearoyl glycinate, sodium lauroyl ethanolamide succinate, ditriethanolamine N-palmitoyl aspartate, sodium casein, and mixtures thereof.

The one or more amphoteric surfactants include coco betaine, cocoamidopropyl betaine, lauryl betaine, laurylhydroxy sulfobetaine, lauryldimethyl betaine, cocoamidopropyl hydroxysultaine, behenyl betaine, capryl/capramidopropyl betaine, lauryl hydroxysultaine, stearyl betaine, sodium cocoamphoacetate, sodium lauroamphoacetate, sodium caproamphoacetate, sodium capryloamphoacetate, disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caproamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caproamphodipropionate, disodium capryloamphodi-propionate, lauroamphodipropionic acid, cocoamphodipropionic acid, sodium diethylaminopropylcocoaspartamide , and mixtures thereof.

The weight ratio of the one or more anionic surfactants to the one or more amphoteric surfactants in the compositions of the present disclosure range from about 1.5 to about 5 or preferably from about 2 to about 4.5 or more preferably from about 2.5 to about 4 or even more preferably, from about 2.7 to about 3.5 or most preferably, from about 2.8 to about 3.2, including ranges and subranges therebetween.

With respect to the one or more alkanolamides, fatty acid alkanolamides are included. The fatty acid alkanolamides include oleic acid diethanolamide, myristic acid monoethanolamide, soya fatty acids diethanolamide, stearic acid ethanolamide, oleic acid monoisopropanolamide, linoleic acid diethanolamide, stearic acid monoethanolamide (Stearamide MEA), behenic acid monoethanolamide, isostearic acid monoisopropanolamide (isostearamide MIPA), erucic acid diethanolamide, ricinoleic acid monoethanolamide, coconut fatty acid monoisopropanolamide (cocoamide MIPA), coconut acid monoethanolamide (Cocamide MEA), palm kernel fatty acid diethanolamide, coconut fatty acid diethanolamide, lauric diethanolamide, polyoxyethylene coconut fatty acid monoethanolamide, coconut fatty acid monoethanolamide, lauric monoethanolamide, lauric acid monoisopropanolamide (lauramide MIPA), myristic acid monoisopropanolamide (Myristamide MIPA), coconut fatty acid diisopropanolamide (cocamide DIPA), and mixtures thereof.

The one or more quaternized polysaccharides include non-cellulose cationic polysaccharides, such as guar gums or hydroxypropyl guar gums containing trialkylammonium cationic groups, quaternized cellulose derivatives, cellulose derivatives grafted with a water-soluble monomer comprising a quaternary cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, such as grafted hydroxyalkylcelluloses, for example hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses grafted with a methacryloyloxyethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt, and mixtures thereof. In some cases, the compositions of the instant disclosure include one or more of hydroxypropyl guar hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride, polyquaternium-10, polyquaternium-4, starch hydroxypropyltrimonium chloride and hydroxypropyl hydrolyzed starch hydroxypropyltrimonium chloride, and mixtures thereof.

In some cases, the compositions of the instant disclosure comprise hydroxypropyl guar hydroxypropyltrimonium chloride and/or polyquaternium-10.

In an embodiment, glycerin is present in the compositions in an amount of at least 1 .8 wt. %, such as from about 1 .8 to about 3 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.

The hydroxyl group-containing compounds other than glycerin may be selected from the group consisting of ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, propanediol, caprylyl glycol, 1 ,2,6-hexanetriol, trimethylolpropane, diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, dipropylene glycol, 2-butene-1 ,4-diol, 2-ethyl-1 ,3-hexanediol, 2- methyl-2,4-pentanediol, (caprylyl glycol), 1 ,2-hexanediol, 1 ,2-pentanediol, 4-methyl- 1 ,2-pentanediol, 1 ,3-butanediol, 2,3-butanediol, 1 ,4-butanediol, 3-methyl-1 ,3- butanediol, 1 ,5-pentanediol, tetraethylene glycol, 1 ,6-hexanediol, 2-methyl-2,4- pentanediol, polyethylene glycol, 1 ,2,4-butanetriol, 1 ,2,6-hexanetriol, 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, polyethylene glycols, polypropylene glycols, and mixtures thereof.

Many fatty dialkylamines may be used in the compositions. In some cases, the fatty dialkylamines may be fatty dimethylamines. Non-limiting examples include dimethyl lauramine, dimethyl behenamine, dimethyl cocamine, dimethyl myristamine, dimethyl palmitamine, dimethyl stearamine, dimethyl tallowamine, dimethyl soyamine, and mixtures thereof. Fatty dialkylamines include fatty amidoamine compounds and their salts. Non-limiting examples include oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, lauramidopropyl dimethylamine, myristamidopropyl dimethylamine, behenamidopropyl dimethylamine, dilinoleamidopropyl dimethylamine, palmitamidopropyl dimethylamine, etc. In some cases, the compositions of the instant disclosure include at least stearamidopropyl dimethylamine.

Non-polymeric, mono-, di-, and/or tri-carboxylic acids are used to “neutralize” the fatty dialkylamines. In some cases, the one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids include at least one dicarboxylic acid. Non limiting examples include lactic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, azelaic acid, dodecanedioic acid, phthalic acid, isophthalic acid, terephthalic acid, 2,6-naphthalene dicarboxylic acid, and mixtures thereof. In particular, lactic acid or tartaric acid or mixtures thereofare useful, especially in combination with fatty dimethylamines such as, for example, stearamidopropyl dimethylamine.

Non-polysaccharide polymeric quaternized compound may optionally be present in the compositions of the present disclosure.

The compositions may be formulated into a variety of compositions in which a transparent, foamed, thick texture is desired. For example, due to the use of certain anionic surfactants, the compositions are well suited for cleansing. Thus, the compositions may be cleansing compositions for the body, face, and/or hair. In particular, the instant disclosure relates to shampoo compositions. The addition of quaternized compounds and fatty diakylamines provides conditioning and manageability benefits to the hair. The cleansing compositions may be applied to the body or hair and subsequently rinsed from the body or hair.

Shampoos according to the instant disclosure can be repeatedly used to cleanse hair without forming build-up on the hair. Hair treated with the compositions was smooth to the touch, was supple, was easily untangled with the hands, and exhibited especially good manageability. These benefits are especially useful for individuals with curly hair and damaged hair

Embodiments of the disclosure also relate to a method of washing, cleansing, and/or conditioning a keratinous substrate, involving applying the above- described composition onto the keratinous substrate.

The rinse-off compositions of embodiments of the disclosure are stable over time and do not undergo phase separation.

It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only, and are not restrictive of the disclosure

DETAILED DESCRIPTION OF THE DISCLOSURE

The instant disclosure relates to cleansing compositions, methods for using the compositions, and method of making the cosmetic compositions. The compositions are transparent or clear, provide good foaming and are stable, while exhibiting unique viscosity properties and conditioning benefits to keratinous substrates. The compositions are cleansing compositions and include:

(a) from about 6 to about 10 wt.% of one or more anionic surfactants; (b) from about 2 to about 5 wt.% of one or more amphoteric surfactants;

(c) from about 0.1 to about 1 wt.% of one or more alkanolamides;

(c) from about 0.1 to about 1 wt.% of one or more quaternized polysaccharides;

(d) from about 2 to about 6 wt.% (total weight) of glycerin and one or more hydroxyl group-containing compounds other than glycerin;

(e) from about 0.3 to about 2 wt.% of one or more fatty dialkylamines;

(f) one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids; and

(g) water;

all weights being based on the total weight of the composition.

In an embodiment, the one or more anionic surfactants are selected from fatty acid soaps, alkyl sulfate ester salts having 8 to 22 carbon atoms, alkyl ether sulfate ester salts, N-acyl sarcosinates, fatty acid amide sulfonates having 8 to 22 carbon atoms, phosphate ester salts, sulfosuccinates, alkyl benzene sulfonates, N-acyl glutamates, N-acyl glycinates, fatty acid ester sulfate ester salts having 8 to 22 carbon atoms, sulfonated oils, POE-alkyl ether carboxylates, POE-alkyl allyl ether carboxylates, .alpha.-olefin sulfonates, fatty acid ester sulfonates having 8 to 22 carbon atoms, secondary alcohol sulfate ester salts, fatty acid alkyloyl amide sulfate ester salts having 8 to 22 carbon atoms, and mixtures thereof.

In an embodiment, the one or more anionic surfactants are selected from the group consisting of sodium lauryl ether sulfate, sodium lauryl sulfate, magnesium lauryl ether sulfate, magnesium lauryl sulfate, calcium lauryl ether sulfate, calcium lauryl sulfate, ammonium lauryl ether sulfate, ammonium lauryl sulfate, and mixtures thereof.

In an embodiment, the one or more amphoteric surfactants are selected from betaines, sultaines, amphoacetates, amphoproprionates, and mixtures thereof. In some cases, the compositions include at least one betaine surfactant. Non-limiting examples of betaines include alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), and mixtures thereof. In some cases, cocamidopropyl betaine or coco-betaine or mixtures thereof is preferred.

In an embodiment, the weight ratio of the one or more anionic surfactants to the one or more amphoteric surfactants ranges from about 1.5 to about 5. In an embodiment, the one or more alkanolamides are fatty acid alkanolamides selected from fatty acid monoalkanolamides, fatty acid dialkanolamides, fatty acid isoalkanolamides, and mixtures thereof, and preferably selected from fatty acid diethanolamides (DEA), fatty acid monoethanolamides (MEA), fatty acid monoisopropanolamides (MIPA), fatty acid diisopropanolamides (DIPA), and mixtures thereof.

In an embodiment, the one or more quaternized polysaccharides are selected from non-cellulose cationic polysaccharides, including guar gums or hydroxypropyl guar gums containing trialkylammonium cationic groups; quaternized cellulose derivatives; cellulose derivatives grafted with a water-soluble monomer comprising a quaternary cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, including grafted hydroxyalkylcelluloses, and mixtures thereof.

In an embodiment, the one or more hydroxyl group-containing compounds other than glycerin are selected from alkanols containing at least two hydroxyl groups, polyalkylene glycols, and mixtures thereof.

In an embodiment, the one or more fatty dialkylamines are selected from:

(i) fatty dialkylamines of formula (I):

RN(R')2 (I)

wherein R is a fatty group containing at least 6 carbon atoms (and up to 30 carbon atoms) In addition, R can be linear or branched, saturated or unsaturated, and substituted or unsubstituted. Typically, R is a linear or branched, acyclic alkyl or alkenyl group; and the groups R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms. In addition, the groups R', which may be identical or different, are linear or branched, saturated or unsaturated, and substituted or unsubstituted. Preferably, the groups R', which may be identical or different are methyl groups; and/or of:

(ii) fatty amidoamine compounds of formula (II) and their salts:

RCONHR"N(R')2 (II)

wherein R is a fatty group containing at least 6 carbon atoms (and up to 30 carbon atoms). In addition, R can be linear or branched, saturated or unsaturated, and substituted or unsubstituted. Typically, R is a linear or branched, acyclic alkyl or alkenyl group; R" is a divalent hydrocarbon radical containing less than 6 carbon atoms, preferably 2 or 3 carbon atoms, and the groups R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms. In addition, the groups R', which may be identical or different, are linear or branched, saturated or unsaturated, substituted or unsubstituted. Preferably, the groups R', which may be identical or different are methyl groups.

In an embodiment, the non-polymeric, mono-, di-, and/or tri-carboxylic acids are selected from the group consisting of lactic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, azelaic acid, dodecanedioic acid, phthalic acid, isophthalic acid, terephthalic acid, 2,6-naphthalene dicarboxylic acid, and mixtures thereof.

In an embodiment, the composition further comprises a non polysaccharide polymeric quaternized compound selected from the group consisting of polyquaternium-7, polyquaternium-1 1 , polyquaternium-22, polyquaternium-34, polyquaternium-28, polyquaternium-16, polyquaternium-68, polyquaternium-47, polyquaternium-53, and mixtures thereof.

In an embodiment, the weight ratio of the one or more quaternized polysaccharide to the one or more non-polysaccharide polymeric quaternized compound is at about 1 :1.25.

In an embodiment, the cleansing composition of the present disclosure contains:

(a) from about 6.2 to about 9 wt.% or preferably, from about 6.3 to a out 8.5 wt. % of one or more anionic surfactants selected from the group consisting of sodium lauryl ether sulfate (sodium laureth sulfate), sodium lauryl sulfate, magnesium lauryl ether sulfate, magnesium lauryl sulfate, calcium lauryl ether sulfate, calcium lauryl sulfate, ammonium lauryl ether sulfate, ammonium lauryl sulfate, potassium lauryl sulfate, and mixtures thereof;

(b) from about 2.1 to about 3.5 wt.% or preferably, from about 2.1 to about 3 wt. % of one or more amphoteric surfactants selected from the group consisting of coco betaine, cocoamidopropyl betaine, sodium cocoamphoacetate, disodium cocoamphodipropionate, and mixtures thereof;

(c) from about 0.2 to about 0.6 wt.% or preferably, from about 0.3 to about 0.5 wt. % of one or more alkanolamides selected from the group consisting of stearic acid monoethanolamide (Stearamide MEA), isostearic acid monoisopropanolamide (isostearamide Ml PA), coconut fatty acid monoisopropanolamide (cocoamide MIPA), coconut acid monoethanolamide (Cocamide MEA), coconut fatty acid diethanolamide (cocamide DEA), coconut fatty acid monoethanolamide (cocamide MEA), coconut fatty acid diisopropanolamide (cocamide DIPA), and mixtures thereof;

(c) from about 0.19 to about 0.6 wt.% or preferably, from about 0.19 to about 0.4 wt. % of one or more quaternized polysaccharides selected from the group consisting of hydroxypropyl guar hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride, polyquaternium-10, polyquaternium-4, starch hydroxypropyltrimonium chloride and hydroxypropyl hydrolyzed starch hydroxypropyltrimonium chloride, and mixtures thereof;

(d) from about 2.8 to about 5 wt.% or preferably, from about 2.8 to about 4 wt. % (total weight) of glycerin and one or more hydroxyl group-containing compounds other than glycerin, wherein the glycerin is present in amount of from about 1.8 to about 2 wt. % selected from the group consisting of ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, propanediol, caprylyl glycol, diethylene glycol, polyethylene glycol, 1 ,2,4-butanetriol, 1 ,2,6-hexanetriol, 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, polyethylene glycols, polypropylene glycols, and mixtures thereof;

(e) from about 0.55 to about 1 wt.% or preferably, from about 0.6 to about 0.8 wt.% of one or more fatty dialkylamines selected from the group consisting of dimethyl stearamine, dimethyl tallowamine, dimethyl soyamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, behenamidopropyl dimethylamine, dilinoleamidopropyl dimethylamine, palmitamidopropyl dimethylamine and mixtures thereof;

(f) from about 0.2 to about 1 wt.% or preferably, from about 0.25 to about 0.5 wt.% of one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids; and

(g) water;

all weights being based on the total weight of the composition.

In preferred embodiments, the compositions of the present disclosure are silicone-free. It has been surprisingly and unexpectedly discovered that the compositions according to the disclosure are stable over time, exhibit no visible phase separation, appear clear or transparent in appearance, and allow retention of the cosmetic effects of smoothness, suppleness, softness, and good manageability, even after rinsing the hair.

ANIONIC SURFACTANTS

Non-limiting examples of anionic surfactant(s) that may be used include alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkylsulfonates, alkylamide sulfonates, alkylarylsulfonates, alpha-olefin sulfonates, paraffin sulfonates, alkylsulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acylsarcosinates, acylglutamates, alkylsulfosuccinamates, acylisethionates and N- acyltaurates, salts of alkyl monoesters and polyglycoside-polycarboxylic acids, acyllactylates, salts of D-galactoside uronic acids, salts of alkyl ether carboxylic acids, salts of alkyl aryl ether carboxylic acids, and salts of alkylamido ether carboxylic acids; or the non-salified forms of all of these compounds, the alkyl and acyl groups of all of these compounds containing from 6 to 24 carbon atoms and the aryl group denoting a phenyl group. Some of these compounds may be oxyethylenated and then preferably comprise from 1 to 50 ethylene oxide units.

The salts of C6-C24 alkyl monoesters of polyglycoside-polycarboxylic acids may be chosen from C6-C24 alkyl polyglycoside-citrates, C6-C24 alkyl polyglycoside-tartrates and C6-C24 alkyl polyglycoside-sulfo succinates.

When the anionic surfactant(s) are in salt form, they may be chosen especially from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, ammonium salts, amine salts and in particular amino alcohol salts, or alkaline-earth metal salts such as the magnesium salt.

Examples of anionic surfactants include fatty acid soaps such as soap base, sodium laurate or sodium palmitate, alkyl sulfate ester salts having 8 to 22 carbon atoms such as sodium lauryl sulfate or potassium lauryl sulfate, alkyl ether sulfate ester salts such as polyoxyethylene (POE)-triethanolamine lauryl sulfate or POE-sodium lauryl sulfate, N-acyl sarcosinates such as sodium lauroyl sarcosinate, fatty acid amide sulfonates having 8 to 22 carbon atoms such as sodium N-myristyl- N-methyl taurate, sodium methyl coconut oil fatty acid taurate (also referred to as sodium methyl cocoyl taurate) or sodium methyl lauryl taurate, phosphate ester salts such as POE-sodium oleyl ether phosphate or POE-stearyl ether phosphate, sulfosuccinates such as sodium di(2-ethylhexyl)sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate or sodium lauryl polypropylene glycol sulfosuccinate, alkyl benzene sulfonates such as sodium linear dodecyl benzene sulfonate, triethanolamine linear dodecyl benzene sulfonate or linear dodecyl benzene sulfonate, N-acyl glutamates such as monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate or monosodium N-myristyl-L-glutamate, N- acyl glycinates such as potassium N-cocoyl glycinate or sodium N-stearoyl glycinate, fatty acid ester sulfate ester salts having 8 to 22 carbon atoms such as sodium hydrogenated coconut oil fatty acid glyceryl sulfate, sulfonated oils such as turkey red oil, POE-alkyl ether carboxylates, POE-alkyl allyl ether carboxylates, .alpha.-olefin sulfonates, fatty acid ester sulfonates having 8 to 22 carbon atoms, secondary alcohol sulfate ester salts, fatty acid alkyloyl amide sulfate ester salts having 8 to 22 carbon atoms, sodium lauroyl ethanolamide succinate, ditriethanolamine N-palmitoyl aspartate and sodium casein.

In particular, the anionic surfactants are selected from sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium lauryl sulfate, sodium lauryl ether sulfate (sodium laureth sulfate), sodium lauryl ether sulfosuccinate, ammonium lauryl sulfate, ammonium lauryl ether sulfate (ammonium laureth sulfate), sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate, sodium cocoyl isethionate, sodium lauryl isethionate, lauryl ether carboxylic acid and sodium N-lauryl sarcosinate or mixtures thereof. Preferred anionic surfactants are sodium lauryl sulfate, sodium lauryl ether sulfate (n) EO, (where n is from 1 to 4, in particular n is 1 or 2), sodium lauryl ether sulfosuccinate (n) EO, (where n is from 1 to 4, in particular n is 3), ammonium lauryl sulfate, ammonium lauryl ether sulfate (n) EO, (where n is from 1 to 4, in particular n is 3) or mixtures thereof.

In an embodiment, the anionic surfactant is selected from sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium lauroyl sarconisate, sodium oleylsuccinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzol sulfonate and/or triethanolamine dodecylbenzol sulfonate or mixtures thereof, in particular the anionic surfactant is selected from sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, and mixtures thereof. The total amount of the anionic surfactants may vary but is typically about 6 to about 10 wt.%, based on the total weight of the present composition. In some cases, the total amount of the anionic surfactants may be about 6 to about 10 wt.%, about 6.1 to about 9.5 wt.%, about 6.2 to about 9 wt.%, about 6.2 to about 8.5 wt.%, or about 6.3 to about 8.5 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the present compositions.

AMPHOTERIC SURFACTANTS

Amphoteric surfactants useful in the cosmetic compositions disclosed herein may be chosen from betaines, sultaines, amphoacetates, amphoproprionates, and mixtures thereof. More typically, betaines and amphoproprionates are used, and most typically betaines. Betaines which can be used in the current compositions include those having the formulas below:

wherein

R¹⁰ is an alkyl group having 8-18 carbon atoms; and n is an integer from 1 to 3.

Particularly useful betaines include, for example, coco betaine, cocoamidopropyl betaine, lauryl betaine, laurylhydroxy sulfobetaine, lauryldimethyl betaine, cocoamidopropyl hydroxysultaine, behenyl betaine, capryl/capramidopropyl betaine, lauryl hydroxysultaine, stearyl betaine, and mixtures thereof. Typically, the at least one betaine compound is selected from the group consisting of coco betaine, cocoamidopropyl betaine, behenyl betaine, capryl/capramidopropyl betaine, lauryl betaine, and mixtures thereof, and more typically coco betaine.

Hydroxyl sultaines useful in the compositions of the invention include the following

wherein

R is an alkyl group having 8-18 carbon atoms.

Useful alkylamphoacetates include those having the formula

wherein

R is an alkyl group having 8-18 carbon atoms.

useful alkyl amphodiacetates include those having the formula

wherein R is an alkyl group having 8-18 carbon atoms.

The amphoteric surfactants of the present disclosure may be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.

Mention may be made in particular of (Cs-C2o)alkylbetaines, (Cs- C2o)alkylamido (Ci-C6)alkylbetaines, sulfobetaines, (Cs-C2o)alkylsulfobetaines, (Cs- C2o)alkylamido(Ci-C6)alkylsulfobetaines, (C8-C2o)alkylamphoacetate, (Cs- C2o)alkylamphodiacetate, and mixtures thereof.

Among the optionally quaternized secondary or tertiary aliphatic amine derivatives that may be used, mention may also be made of the products of respective structures (A1 ) and (A2) below:

(A1 ) Ra-CON(Z)CH2-(CH2)m-N+(Rb)(Rc)(CH2COO-) in which:

Ra represents a C10-C30 alkyl or alkenyl group derived from an acid Ra- COOH preferably present in hydrolysed coconut oil, a heptyl group, a nonyl group or an undecyl group,

Rb represents a b-hydroxyethyl group,

Rc represents a carboxymethyl group;

m is equal to 0, 1 or 2,

Z represents a hydrogen atom or a hydroxyethyl or carboxymethyl group;

(A2) Ra’-CON(Z)CH2-(CH2)m’-N(B)(B')

in which:

B represents -CH2CH2OX', with X' representing -CH2-COOH, CH2- COOZ’, CH2CH2-COOH, -CH2CH2-COOZ’, or a hydrogen atom,

B' represents -(CH2)z-Y\ with z = 1 or 2, and Y' representing COOH, COOZ’, CH2-CHOH-SO3H or -CH2-CHOH-SO3Z’,

m' is equal to 0, 1 or 2,

Z represents a hydrogen atom or a hydroxyethyl or carboxymethyl group,

Z’ represents an ion resulting from an alkali or alkaline-earth metal, such as sodium, potassium or magnesium; an ammonium ion; or an ion resulting from an organic amine and in particular from an amino alcohol, such as monoethanola-mine, diethanolamine and triethanolamine, monoisopropanolamine, diisopropa-nolamine or triisopropanolamine, 2-amino-2-methyl-1 -propanol, 2-amino- 2-methyl-1 ,3-propanediol and tris(hydroxymethyl)aminomethane,

Ra' represents a C10-C30 alkyl or alkenyl group of an acid Ra'COOH preferably pre-sent in hydrolysed linseed oil or coconut oil, an alkyl group, in particular a C17 alkyl group, and its iso form, or an unsaturated C17 group.

Among the compounds corresponding to formula (A2) in which X’ represents a hydrogen atom, mention may be made of compounds classified in the PCPC dictionary, under the names sodium cocoamphoacetate, sodium lauroamphoacetate, sodium caproamphoacetate and sodium capryloamphoacetate.

Other compounds corresponding to formula (A2) are disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caproamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroam-phodipropionate, disodium caproamphodipropionate, disodium capryloamphodi-propionate, lauroamphodipropionic acid and cocoamphodipropionic acid.

Examples that may be mentioned include the cocoamphodiacetate sold by the company Rhodia under the trade name Miranol® C2M Concentrate, the sodium cocoamphoacetate sold under the trade name Miranol Ultra C 32 and the product sold by the company Chimex under the trade name CHIMEXANE HA.

Use may also be made of the compounds of formula (A3):

(A3) Ra”-NH-CH(Y”)-(CH2)n-C(0)-NH-(CH₂)n’-N(Rd)(Re) in which:

- Ra" represents a C10-C30 alkyl or alkenyl group of an acid Ra"- C(0)0H preferably present in hydrolysed linseed oil or coconut oil;

- Y" represents the group -C(0)0H, -C(0)0Z”, -CH2-CH(0H)-S0₃H or the group CH2-CH(0H)-S03-Z”, with Z” representing a cationic counterion resulting from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion resulting from an organic amine;

- Rd and Re represent, independently of each other, a C1-C4 alkyl or hydroxyalkyl radical; and

- n and n' denote, independently of each other, an integer ranging from

1 to 3. Among the compounds corresponding to formula (A3), mention may in particular be made of the compound classified in the PCPC dictionary under the name sodium diethylaminopropylcocoaspartamide, such as the one sold by the company Chimex under the name CHIMEXANE HB.

Preferably, the amphoteric surfactants are chosen from (Cs- C2o)alkylbetaines, (C8-C2o)alkylamido(Ci-C6)alkylbetaines, (Cs-

C2o)alkylamphoacetates and (C8-C2o)alkylamphodiacetates, and mixtures thereof.

In some cases, the at least one amphoteric surfactant is chosen from (C8-C2o)alkyl betaines, (C8-C2o)alkylamido (Ci-C6)alkylbetaines, (Cs- C2o)alkylamphoacetate, (C8-C2o)alkylamphodiacetate, and their salts, and mixtures thereof. In some cases, the at least one amphoteric surfactant is selected from coco betaine, cocamidopropylbetaine, sodium cocoamphoacetate, disodium cocoamphodiacetate, and mixtures thereof.

The total amount of the amphoteric surfactant may vary but is typically about 2 to about 5 wt.%, based on the total weight of the present composition. In some cases, the total amount of the amphoteric surfactant may be about 2 to about 4.5 wt.%, about 2 to about 4.8 wt.%, about 2 to about 4.5 wt.%, about 2 to about 4 wt.%, about 2.1 to about 3.5 wt.%, about 2.1 to about 3.25 wt.%, or about 2.1 to about 3 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the present compositions.

ALKANOLAMIDES

The alkanolamides of the present disclosure are nonionic surfactants and include fatty acid alkanolamides. The fatty acid alkanolamides may be fatty acid monoalkanolamides or fatty acid dialkanolamides or fatty acid isoalkanolamides, and may have a C2-3 hydroxyalkyl group. For example, the fatty acid alkanolamindes of the present disclosure are fatty acid diethanolamides (DEA) or fatty acid monoethanolamides (MEA) or fatty acid monoisopropanolamides (MIPA), or fatty acid diisopropanolamides (DIPA).

Suitable fatty acid alkanolamides include those formed by reacting an alkanolamine and a C6-C36 fatty acid. Examples thereof include, but are not limited to: oleic acid diethanolamide, myristic acid monoethanolamide, soya fatty acids diethanolamide, stearic acid ethanolamide, oleic acid monoisopropanolamide, linoleic acid diethanolamide, stearic acid monoethanolamide (Stearamide MEA), behenic acid monoethanolamide, isostearic acid monoisopropanolamide (isostearamide MIPA), erucic acid diethanolamide, ricinoleic acid monoethanolamide, coconut fatty acid monoisopropanolamide (cocoamide MIPA), coconut acid monoethanolamide (Cocamide MEA), palm kernel fatty acid diethanolamide, coconut fatty acid diethanolamide, lauric diethanolamide, polyoxyethylene coconut fatty acid monoethanolamide, coconut fatty acid monoethanolamide, lauric monoethanolamide, lauric acid monoisopropanolamide (lauramide MIPA), myristic acid monoisopropanolamide (Myristamide MIPA), coconut fatty acid diisopropanolamide (cocamide DIPA), and mixtures thereof.

In an embodiment, the fatty acid alkanolamides include cocamide MIPA, cocamide DEA, cocamide MEA, cocamide DIPA, and mixtures thereof.

In an embodiment, the fatty acid alkanolamides is selected from cocamide MIPA commercially available under the tradename EMPILAN from Innospec Active Chemicals.

The total amount of the alkanolamides of the present disclosure may vary but is typically about 0.1 to about 1 wt.%, based on the total weight of the present composition. In some cases, the total amount of the alkanolamides may be about 0.1 to about 1 wt.%, about 0.15 to about 0.9 wt.%, about 0.15 to about 0.8 wt.%, about 0.17 to about 0.7 wt.%, about 0.2 to about 0.6 wt.%, about 0.25 to about 0.55 wt.%, or about 0.3 to about 0.5 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the present compositions.

QUATERNIZED POLYSACCHARIDES

The quaternized polysaccharides of the present disclosure include quaternized polysaccharides are non-cellulose cationic polysaccharides, such as guar gums or hydroxypropyl guar gums containing trialkylammonium cationic groups. Suitable cationic guar gum derivatives are those given the PCPC (Personal Care Products Council, formerly CTFA, designation) of guar hydroxypropyl trimonium chloride, available commercially for example as JAGUAR C13S, which has a low degree of substitution of the cationic groups and a high viscosity. The low degree of cationic substitution leads to a cationic charge density of 0.0008. Other suitable materials include that known as JAGUAR C15, having a moderate degree of substitution and a low viscosity, JAGUAR C17 (high degree of substitution, hence cationic charge density of 0.0016, high viscosity) and JAGUAR C16 which is a hydroxypropylated cationic guar derivative containing a low level of substituent groups as well as cationic quaternary ammonium groups. JAGUAR C16 has a cationic charge density of 0.0008. Guar hydroxypropyl trimonium chloride, may also be available commercially for example as N-HANCE CG13 from the company Ashland. Also suitable is hydroxypropyl guar hydroxypropyltrimonium chloride, commercially available as JAGUAR C 162, which is a high transparency, medium viscosity guar having a low degree of substitution.

Cationic guar gum products are sold, for example, under the trade names JAGUAR C13S, JAGUAR C1000, JAGUAR C17, JAGUAR C 162, JAGUAR C14S, JAGUAR C 2000, and JAGUAR EXCEL by the company Solvay (Rhodia).

Other examples of non-cellulose quaternized polysaccharides include starch hydroxypropyltrimonium chloride and hydroxypropyl hydrolyzed starch hydroxypropyltrimonium chloride.

The quaternized polysaccharides of the present disclosure also include quaternized cellulose derivatives, such as (1 ) hydroxyethylcellulose polymers comprising trialkylammonium and in particular trimethylammonium cationic groups, such as Polyquaternium 10 (Hydroxyethylcellulose quaternized with 2,3- epoxypropyltrimethylammonium chloride), for example sold under the tradenames UCARE Polymer JR-400, UCARE Polymer JR-125 or UCARE Polymer LR-400 or UCARE POLYMER JR 400 LT by Amerchol (Dow Chemical Corp.), or under the tradename CELQUAT SC240C, sold by Alzo Nobel or under the tradename AEC Polyquaternium-10, sold by A & E Connock (Perfumery & Cosmetics) Ltd; and (2) cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, in particular those disclosed in Patent U.S. Pat. No. 4,131 ,576, such as grafted hydroxyalkylcelluloses, for example hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses grafted with a methacryloyloxyethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt, more particularly the copolymer of hydroxyethylcellulose and of dimethyldiallylammonium chloride (INCI name: Polyquaternium 4) sold under the tradenames CELQUAT L 200 and CELQUAT H 100 by Akzo Nobel.

In an embodiment, the one or more quaternized polysaccharides of the present disclosure are selected from hydroxypropyl guar hydroxypropyltrimonium chloride, commercially available under the tradename of JAGUAR C 162, and guar hydroxypropyltrimonium chloride, commercially available under the tradename of JAGUAR C13S, both sold by Solvay (Rhodia), and a mixture thereof. In an embodiment, the one or more quaternized polysaccharides of the present disclosure include hydroxypropyl guar hydroxypropyltrimonium chloride, commercially available under the tradename of JAGUAR C 162.

In an embodiment, the one or more quaternized polysaccharides of the present disclosure include polyquaternium-10, commercially available as UCARE POLYMER JR 400 LT by Amerchol (Dow Chemical Corp.), or as CELQUAT SC240C, sold by Akzo Nobel.

In an embodiment, the one or more quaternized polysaccharides of the present disclosure include hydroxypropyl guar hydroxypropyltrimonium chloride and polyquaternium-10.

The total amount of the quaternized polysaccharides of the present disclosure may vary but is typically about 0.1 to about 1 wt.%, based on the total weight of the present composition. In some cases, the total amount of the quaternized polysaccharides may be about 0.1 to about 1 wt.%, about 0.15 to about 0.9 wt.%, about 0.15 to about 0.8 wt.%, about 0.17 to about 0.7 wt.%, about 0.19 to about 0.6 wt.%, about 0.19 to about 0.5 wt.%, or about 0.19 to about 0.4 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the present compositions.

In various embodiments, when the one or more quaternized polysaccharides of the present disclosure is hydroxypropyl guar hydroxypropyltrimonium chloride, the quaternized polysaccharides are present in an amount of at least 0.1 wt.%, such as from about 0.1 to about 0.5 wt.% or such as from about 0.1 to about 0.4 wt.% or such as from about 0.1 to about 0.3 wt.% or such as from about 0.1 to about 0.2 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the present compositions.

GLYCERIN AND HYDROXYL GROUP-CONTAINING COMPOUNDS OTHER THAN

GLYCERIN

The hydroxyl group-containing compounds of the compositions of the present disclosure comprise glycerin and a hydroxyl group-containing compound other than glycerin selected from alkanols containing at least two hydroxyl groups such as glycols, polyalkylene glycols, and mixtures thereof.

Suitable examples of alkanols are 1 ,2,6-hexanetriol, trimethylolpropane, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, dipropylene glycol, 2-butene-1 ,4-diol, 2-ethyl-1 ,3- hexanediol, 2-methyl-2,4-pentanediol, (caprylyl glycol), 1 ,2-hexanediol, 1 ,2- pentanediol, 4-methyl-1 ,2-pentanediol, tripropylene glycol, 1 ,3-butanediol, 2,3- butanediol, 1 ,4-butanediol, 3-methyl-1 ,3-butanediol, 1 ,5-pentanediol, 1 ,6-hexanediol, 2-methyl-2,4-pentanediol, 1 ,2,4-butanetriol, 1 ,2,6-hexanetriol, and a mixture thereof. Other non-limiting examples include 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, and 2- ethyl-1 ,3-hexanediol, and a mixture thereof.

Polyalkylene glycols are also useful. Examples of polyalkylene glycols include polyethylene glycols (PEGs) and polypropylene glycols (PPGs). In some cases, appropriate polyalkylene glycols are solid (or semi-solid) at 25°C. The addition of polyalkylene glycols does not materially influence the viscolastic properties of the compositions. In some cases, the inclusion of polyalkylene glycols can be used to increase the firmness of the foam.

In some cases, the hydroxyl group-containing compounds other than glycerin is selected from the group consisting of hexylene glycol, propylene glycol, butylene glycol, caprylyl glycol, and mixtures thereof.

In some cases, the compositions of the present disclosure comprise glycerin and a second hydroxyl group-containing compound selected from hexylene glycol, propylene glycol, butylene glycol, caprylyl glycol, and mixtures thereof.

The total amount of glycerin and the hydroxyl group-containing compounds may vary but is typically about 2 to about 6 wt.%, based on the total weight of the compositions of the present disclosure. In some cases, the total amount of the two or more polyols may be about 2 to about 5 wt.%, about 2 to about 4.5 wt.%, about 2 to about 4 wt.%, about 2.5 to about 4 wt.%, about 2.8 to about 4 wt.%, about 2.8 to about 3.8 wt.%, about 2 to about 3 wt.%, about 2.8 to about 3 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the compositions of the present disclosure.

In various embodiments, glycerin is present in the compositions of the present disclosure in an amount of at least 1.8 wt.% or such as from about 1.8 to about 4 wt.% or such as from about 1.8 to about 3 wt.% or such as from about 1.8 to about 3.5 wt.% or such as from about 1.8 to about 3 wt.% or such as from about 1.8 to about 2.5 wt.% or such as from about 1.8 to about 2 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the compositions of the present disclosure.

FATTY DIALKYLAMINES

The compositions include one or more fatty dialkylamines. In some instances, the fatty dialkylamines correspond to the compounds of formula (I):

RN(R')2 (I)

wherein R is a fatty group containing at least 6 carbon atoms (and up to 30 carbon atoms) In addition, R can be linear or branched, saturated or unsaturated, and substituted or unsubstituted. Typically, R is a linear or branched, acyclic alkyl or alkenyl group; and the groups R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms. In addition, the groups R', which may be identical or different, are linear or branched, saturated or unsaturated, and substituted or unsubstituted. Preferably, the groups R', which may be identical or different are methyl groups. Non-limiting examples include dimethyl lauramine, dimethyl behenamine, dimethyl cocamine, dimethyl myristamine, dimethyl palmitamine, dimethyl stearamine, dimethyl tallowamine, dimethyl soyamine, and mixtures thereof.

In some instances, the fatty dialkylamines relate to fatty amidoamine compounds corresponding to compounds of the following formula (II) and their salts:

RCONHR"N(R')2 (II)

wherein R is a fatty group containing at least 6 carbon atoms (and up to 30 carbon atoms). In addition, R can be linear or branched, saturated or unsaturated, and substituted or unsubstituted. Typically, R is a linear or branched, acyclic alkyl or alkenyl group; R" is a divalent hydrocarbon radical containing less than 6 carbon atoms, preferably 2 or 3 carbon atoms, and the groups R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms. In addition, the groups R', which may be identical or different, are linear or branched, saturated or unsaturated, substituted or unsubstituted. Preferably, the groups R', which may be identical or different are methyl groups. Non-limiting examples include oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, lauramidopropyl dimethylamine, myristamidopropyl dimethylamine, behenamidopropyl dimethylamine, dilinoleamidopropyl dimethylamine, palmitamidopropyl dimethylamine, ricinoleamindopropyl dimethylamine, soyamidopropyl dimethylamine, wheat germamidopropyl dimethylamine, sunflowerseedamidopropyl dimethylamine, almondamidopropyl dimethylamine, avocadoamidopropyl dimethylamine, babassuamidopropyl dimethylamine, cocamidopropyl dimethylamine, minkamidopropyl dimethylamine, oatamidopropyl dimethylamine, sesamidopropyl dimethylamine, tallamidopropyl dimethylamine, brassicaamidopropyl dimethylamine, olivamidopropyl dimethylamine, palmitamidopropyl dimethylamine, stearamidoethyldiethylamine, and mixtures thereof.

The total amount of the one or more fatty dialkylamines may vary but is typically about 0.3 wt.% to about 2 wt.%, based on the total weight of the compositions of the present disclosure. In some cases, the total amount of the fatty dialkylamines is about 0.3 to about 2 wt.%, about 0.35 to about 1.8 wt.%, about 0.4 wt.% to about 1.6 wt.%, about 0.45 wt.% to about 1.5 wt.% about 0.5 wt.% to about 1.2 wt.%, about 0.55 wt.% to about 1 wt.%, about 0.6 wt.% to about 1 wt.%, or about 0.6 wt.% to about 0.8 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the compositions of the present disclosure.

NON-POLYMERIC MONO-, DI-, AND/OR TRI-CARBOXYLIC ACIDS

The non-polymeric, mono-, di-, and/or tri-carboxylic acids may be chosen especially from linear, branched and/or cyclic, saturated or unsaturated, or even aromatic, polycarboxylic acids, containing 2 to 50 or 2 to 40 carbon atoms, in particular 3 to 36, 3 to 18, or 4 to 12 carbon atoms, or even 5 to 10 carbon atoms; the acid comprising one, two, or three carboxylic groups COOH; and possibly comprising 1 to 10 or 1 to 6 identical or different heteroatoms, chosen from O, N and S; and/or possibly comprising at least one perfluoro radical chosen from -CF2- (divalent) or - CF₃.

In some cases, the mono-, di-, and/or tri-carboxylic acids are saturated, linear and aliphatic and contain 2 to 36 carbon atoms or 3 to 18 carbon atoms or even 4 to 12 carbon atoms; or alternatively are aromatic and contain 8 to 12 carbon atoms.

The cyclic anhydride of a polycarboxylic acid may correspond to one of the following formulae:

in which the groups A and B are, independently of each other: a hydrogen atom, a saturated or unsaturated, linear, branched and/or cyclic aliphatic, or alternatively aromatic, carbon-based radical; containing 1 to 16 carbon atoms, 2 to 10 carbon atoms or even 4 to 8 carbon atoms, especially methyl or ethyl, or alternatively A and B taken together form a saturated or unsaturated, or even aromatic, ring comprising in total 5 to 14, especially 5 to 10 or even 6 to 7 carbon atoms. In some cases, A and B represent a hydrogen atom or together form an aromatic ring containing in total 6 to 10 carbon atoms.

Among the mono-, di-, and/or tri-carboxylic acids or anhydrides thereof that may be used, mention may be made, alone or as a mixture, of: dicarboxylic acids such as decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1 ,4- dicarboxylic acid, naphthalene-2, 3-dicarboxylic acid, naphthalene-2, 6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, azelaic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, itaconic acid and fatty acid dimers (especially of C36); tricarboxylic acids such as cyclohexanetricarboxylic acid, trimellitic acid, 1 ,2,3-benzenetricarboxylic acid and 1 ,3,5-benzenetricarboxylic acid, tetracarboxylic acids such as butanetetracarboxylic acid and pyromellitic acid, cyclic anhydrides of these acids and especially phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride.

Mention may also be made of mono-, di-, and/or tri-carboxylic acids chosen, alone or as a mixture, from:

(i) mono-, di-, and/or tri-carboxylic acids containing a saturated or unsaturated, linear or branched chain comprising at least one heteroatom chosen from O, N and/or S, especially 1 to 10 identical or different heteroatoms, and/or comprising at least one perfluoro radical -CF2- or -CF3 and moreover containing 1 , 2, or 3 carboxylic groups COOFI; and/or a cyclic anhydride of such a polycarboxylic acid; and/or

(ii) saturated or unsaturated, or even aromatic, heterocyclic mono-, di-, and/or tri-carboxylic acids comprising at least one heteroatom chosen from 0, N and/or S, especially 1 to 10, or even 1 to 4, identical or different heteroatoms, and 1 , 2, or 3 carboxylic groups COOH; and/or a cyclic anhydride of such a polycarboxylic acid; and/or (iii) sugar-based mono-, di-, and/or tri-carboxylic acids, which may be obtained especially by oxidation of an aldose, and comprising 1 , 2, or 3 carboxylic groups COOH; and/or a cyclic anhydride of such a polycarboxylic acid; and/or

(iv) itaconic anhydride;

(v) mono-, di-, and/or tri-carboxylic acids (including heterocyclic) amino acids, i.e. polycarboxylic acids containing a saturated or unsaturated, linear, branched and/or cyclic chain, optionally comprising at least one heteroatom chosen from O, N and/or S, especially 1 to 10 identical or different heteroatoms, and/or optionally comprising at least one perfluoro radical -CF2- or -CF3; and also comprising at least one primary, secondary or tertiary amine function (especially NR¹ R² with R¹ and R², independently of each other, chosen from FI and C1-C12 alkyl), especially 1 to 3 identical or different amine functions, and moreover containing 1 , 2, or 3 carboxylic acid groups COOFI; and/or a cyclic anhydride of such a polycarboxylic acid.

Mention may also be made, alone or as a mixture, of the following di- carboxylic acids:

(i) 2,2'-[1 ,5-pentanediylbis(thio)]bis-acetic acid, 6,6'-[(1 ,2-dioxo-1 ,2- ethanediyl)diimino]bis-hexanoic acid, 2,2'-sulfinylbis-acetic acid, 4,13-dioxo- 3,5,12,14-tetraazahexadecanedioic acid polyethylene glycol)disuccinate, especially of mass 250-600 polyethylene glycol)bis(carboxymethyl) ether, especially of mass 250-600 poly[oxy(1 ,2-dicarboxy-1 ,2-ethanediyl)], especially of DP<10 8-

[(carboxymethyl)amino]-8-oxooctanoic acid, 2,2'-[methylenebis(sulfonyl)]bis-acetic acid, 4,4'-(1 ,6-hexanediyldiimino)bis[4-oxobutanoic acid], 4,9-dioxo-3,5,8,10- tetraazadodecanedioic acid, 4-[(1 -carboxyethyl)amino]-4-oxobutanoic acid, 6-[(3- carboxy-1 -oxopropyl)amino]hexanoic acid, N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis- glycine, N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-phenylalanine, N,N'-(1 ,3-dioxo-1 ,3- propanediyl)bis-glycine, 4,4'-[(1 ,4-dioxo-1 ,4-butanediyl)diimino]bis-butanoic acid, 4,4'- [(1 ,6-dioxo-1 ,6-hexanediyl)diimino]bis-butanoic acid, 6,6'-[1 ,6- hexanediylbis(iminocarbonylimino)]bis-hexanoic acid, N-benzoyl-S-

(carboxymethyl)cysteine N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis- glycine, N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis-alanine, 4,4'-[(2,2,3,3- tetrafluoro-1 ,4-dioxo-1 ,4-butanoic acid, N,N'-(1 ,5-dioxo-1 ,5-pentanediyl)bis-glycine, N,N'-(1 ,9-dioxo-1 ,9-nonanediyl)bis-glycine, N,N'-(1 ,10-dioxo-1 ,10-decanediyl)bis[N- methyl]glycine, bis(3-carboxypropyl)ester of propanedioic acid, 7,16-dioxo-6,8,15,17- tetraazadocosanedioic acid, N-benzoyl-N-(2-carboxyethyl)glycine, [2-[(2- carboxymethyl)amino]-2-oxoethyl]benzenepropanoic acid, [2-[(2- carboxyethyl)amino]-2-oxoethyl]benzenepropanoic acid,

(ii) 4,7,9,12-tetraoxapentadecanedioic acid, 2,3-pyridinedicarboxylic acid, 4-pyranone-2,6-dicarboxylic acid, 2,5-pyrazinedicarboxylic acid, 2,5- pyridinedicarboxylic acid, 2,3-benzofurandicarboxylic acid, 7- oxabicyclo[2.2.1 ]heptane-2,3-dicarboxylic acid, 3,4-pyridinedicarboxylic acid, 2,4- pyridinedicarboxylic acid, 3,5-pyridinedicarboxylic acid, 2,6-pyridinedicarboxylic acid, 1 H-imidazole-4,5-dicarboxylic acid, 2,3-quinolinedicarboxylic acid, 6,6,7,7-tetrafluoro- 3-oxabicyclo[3.2.0]heptane-2,4-dicarboxylic acid, 2,6-pyrazinedicarboxylic acid, 2,6- dimethyl-3,5-pyridinedicarboxylic acid, 1 -phenyl-1 H-pyrazole-3,4-dicarboxylic acid, 2,5-furandicarboxylic acid, 3,4-furandicarboxylic acid, 1 ,2,5-thiadiazole-3,4- dicarboxylic acid, 1 ,4-dihydro-1 ,2,4,5-tetrazine-3,6-dicarboxylic acid, 2,3- furandicarboxylic acid, 3,4-thiophenedicarboxylic acid, 1 H-1 ,2,3-triazole-4,5- dicarboxylic acid, 2-methylimidazole-4,5-dicarboxylic acid, 2,4-quinolinedicarboxylic acid, naphtho[2,1 -b]furan-1 ,2-dicarboxylic acid, 3,4-quinolinedicarboxylic acid, 7- oxabicyclo[2.2.1 ]hept-5-ene-2,3-dicarboxylic acid, 2,3-quinoxalinedicarboxylic acid,

1.4-piperazinedicarboxylic acid, 2,5-dimethyl-3,4-furandicarboxylic acid, tetrahydro-

2.5-thiophenedicarboxylic acid, 4-phenyl-3,5-pyridinedicarboxylic acid, thieno[3,2- b]thiophene-2,5-dicarboxylic acid, 3-methyl-2,4-thiophenedicarboxylic acid, naphthostyril-5,6-dicarboxylic acid, 3-phenyl-2,4-quinolinedicarboxylic acid, 3,4- dimethyl-2,5-dicarboxythiophene 3,4-diphenyl-2,5-thiophenedicarboxylic acid, 2,5- diphenyl-3,4-furandicarboxylic acid, 7-oxo-7H-benzimidazo[2,1 - a]benz[de]isoquinoline-3,4-dicarboxylic acid, 2,3-dihydro-1 ,3-dioxo-1 H- benz[de]isoquinoline-6,7-dicarboxylic acid, 3,4-bis(phenylmethoxy)-2,5- furandicarboxylic acid, 4,4'-bibenzoic acid-2, 2'-sulfone 2,7-diphenyl-m-anthrazoline-

4.5-dicarboxylic acid, 2,4-pyrimidinedicarboxylic acid, 2-phenyl-4,5- thiazoledicarboxylic acid, 6-phenyl-2,3-pyridinedicarboxylic acid, 5,6-dimethyl-2,3- pyrazinedicarboxylic acid, 3,7-dibenzothiophenedicarboxylic acid, 9-oxo-9H- xanthene-1 ,7-dicarboxylic acid, 2-(1 ,1 -dimethylethyl)-H-imidazole-4,5-dicarboxylic, acid 6,7-quinolinedicarboxylic acid, 6-methyl-2,3-pyridinedicarboxylic acid, 4,5- pyrimidinedicarboxylic acid, 2-methyl-3,4-furandicarboxylic acid, 1 ,2- indolizinedicarboxylic acid, 2,8-dibenzothiophenedicarboxylic acid, 3,6- pyridazinedicarboxylic acid, 1 ,10-phenanthroline-2,9-dicarboxylic acid, 1 ,4, 5, 6- tetrahydro-5,6-dioxo-2,3-pyrazinedicarboxylic acid, 3,4-dimethoxy-2,5- furandicarboxylic acid, 2-ethyl-4,5-imidazoledicarboxylic acid, 2-propyl-1 H-imidazole- 4,5-dicarboxylic acid, 4-phenyl-2,5-pyridinedicarboxylic acid, 4,5- pyridazinedicarboxylic acid, 1 ,4,5,8-tetrahydro-1 ,4:5,8-diepoxynaphthalene-4a,8a- dicarboxylic acid, 5,5-dioxide-2,8-dibenzothiophenedicarboxylic acid, pyrazolo[1 ,5- a]pyridine-2,3-dicarboxylic acid, 2,3-dihydro-1 H-pyrrolizine-1 ,7-dicarboxylic acid, 6- methyl-2,4,5-pyridinetricarboxylic acid, pyrrolo[2,1 ,5-cd]indolizine-5,6-dicarboxylic acid, 3,4-bis(2,2,3,3,4,4,4-heptafluorobutyl)-1 H-pyrrole-2,5-dicarboxylic acid 6,7,9, 10,17,18,20,21 -octahydrodibenzo[b,k]-[1 ,4,7,10,13,16]hexaoxacyclooc- tadecin-2,14-dicarboxylic acid, 6,7,9, 10,17,18,20,21 -octahydrodibenzo[b,k]- [1 ,4,7,10,13,16]hexaoxacyclooc- tadecin-2,13-dicarboxylic acid, 2-methyl-3,4- quinolinedicarboxylic acid, 4,7-quinolinedicarboxylic acid 3,5-isoxazoledicarboxylic acid, 2-(trifluoromethyl)-3,4-furandicarboxylic acid, 5-(trifluoromethyl)-2,4- furandicarboxylic acid, 6-methyl-2,4-quinolinedicarboxylic acid, 5-oxo-1 ,2- pyrrolidinedicarboxylic acid, 5-ethyl-2,3-pyridinedicarboxylic acid, 1 ,2-dihydro-2-oxo- 3,4-quinolinedicarboxylic acid, 4,6-phenoxathiindicarboxylic acid, 10,10-dioxide 1 ,9- phenoxathiindicarboxylic acid, 3,4-dihydro-2H-1 ,4-thiazine-3,5-dicarboxylic acid, 2,7- di(tert-butyl)-9,9-dimethyl-4,5-xanthenedicarboxylic acid, 6-methyl-2,3- quinoxalinedicarboxylic acid, 3,7-quinolinedicarboxylic acid 2,5-quinolinedicarboxylic acid, 2-methyl-6-phenyl-3,4-pyridinedicarboxylic acid, 3,4-dimethylthieno[2,3- b]thiophene-2,5-dicarboxylic acid, 3,4-dimethoxythiophene-2,5-dicarboxylic acid, 5- methyl-3,4-isoxazoledicarboxylic acid, 2,6-bis(aminocarbonyl)-3,5- pyridinedicarboxylic acid, 3,5-bis(aminocarbonyl)-2,6-pyrazinedicarboxylic acid, 2,3- pyridinedicarboxylic acid 6-(1 ,1 -dimethylethyl)-2-ethyl-3,4-pyridinedicarboxylic acid, 3-methyl-5-phenyl-2,4-thiophenedicarboxylic acid, 1 ,2-dihydro-2-oxo-6-phenyl-3,5- pyridinedicarboxylic acid, 8-methyl-2,4-quinolinedicarboxylic acid, 4-ethyl-2,6- dimethyl-3,5-pyridinedicarboxylic acid, 5-(phenoxymethyl)-2,4-furandicarboxylic acid, 5-(acetylamino)-3-methyl-2,4-thiophenedicarboxylic acid, 2-(4-heptylphenyl)-4,8- quinolinedicarboxylic acid 2,8-bis(4-heptylphenyl)pyrido[3,2-g]quinoline-4,6- dicarboxylic acid, 1 ,2,3,4,6,7,8,9-octahydro-2,8-dioxopyrido[3,2]-quinoline-3,7- dicarboxylic acid, 2,8-dimethylpyrido[3,2-g]quinoline-3,7-dicarboxylic acid, 5,6- quinolinedicarboxylic acid 6-ethyl-2-methylcinchomeronic acid, 2-methyl-6- propylcinchomeronic acid, 6-isopropyl-2-methylcinchomeronic acid, 6-tert-butyl-2- methylcinchomeronic acid, 1 ,4-dimethyl-7-oxabicyclo[2.2.1 ]heptane-2,3-dicarboxylic acid, 1 ,2-dihydro-2-oxo-3,8-quinolinedicarboxylic acid, 1 ,2-dihydro-2-oxo-3,6- quinolinedicarboxylic acid, 1 ,2-dihydro-2-oxo-3,7-quinolinedicarboxylic acid, 3,7- dimethyl-2,8-diphenylpyrido[3,2-g]quinoline-4,6-dicarboxylic acid 8-methyl-2,3- quinolinedicarboxylic acid, 3-[[(1 ,1 -dimethylethyl)amino]sulfonyl]-2,5- thiophenedicarboxylic acid, 4-(acetylamino)-2,3-thiophenedicarboxylic acid, 2,5- pyridinedicarboxylic acid, 2,6-pyridinedicarboxylic acid 2,4-thiophenedicarboxylic acid, 2,5-thiophenedicarboxylic acid, 1 ,4-pyran-2,6-dicarboxylic acid;

(iii) ribaric acid, glucaric acid, xylaric acid, arabinaric acid, mannaric acid, idaric acid, altraric acid, L-glucaric acid, L-arabinaric acid, allaric acid, galactaric acid, meso-tartaric acid, D-glucaric acid, L-idaric acid, hexaric acid, 2,3- dihydroxybutanedioic acid, D-tartaric acid, D,L-tartaric acid, D-glucaric acid tartaric, acid tetrahydroxysuccinic acid, 2-carboxy-2,3-dideoxy-D-manno-2-octulopyranosonic acid, methyl-3-deoxy-D-arabino-2-heptulopyranosaric acid, D-lyxo-2- heptulopyranosaric acid, 2,6-anhydro-L-glycero-L-galactoheptaric acid;

(iv) 1 ,4,5,8-naphthalenetetracarboxylic acid, 1 ,4-monoanhydride itaconic anhydride;

(v) 1 ,4-dihydro-4-oxo-2,6-pyridinedicarboxylic acid, 2,6- piperidinedicarboxylic acid, 1 H-pyrrole-3,4-dicarboxylic acid, 4-amino-2,6-dicarboxylic acid, 1 -methyl-1 H-pyrazole-3,4-dicarboxylic acid, 2,3-piperidinedicarboxylic acid, 1 - methyl-1 H-imidazole-4,5-dicarboxylic acid, 2,4-thiazolidinedicarboxylic acid, 1 - (phenylmethyl)-l H-imidazole-4,5-dicarboxylic acid, 5-amino-6-oxo-2,3- piperidinedicarboxylic acid, 5-amino-6-oxo-2,4-piperidinedicarboxylic acid 5-amino-6- oxo-2, 3-piperidinedicarboxylic acid, 5-amino-6-oxo[2S-(2a,4p,5a)]-2,4- piperidinedicarboxylic acid, (2S,4R)-2,4-pyrrolidinedicarboxylic acid, (2S-cis)-2,4- pyrrolidinedicarboxylic acid 2-amino-1 H-imidazole-4,5-dicarboxylic acid, 2,5- pyrrolidinedicarboxylic acid 4-amino-3,5-isothiazoledicarboxylic acid, 1 -methyl-1 H- pyrazole-3,5-dicarboxylic acid, 7-(diethylamino)-2-oxo-2H-1 -benzopyran-3,4- dicarboxylic acid, 3,4-diethyl-1 H-pyrrole-2,5-dicarboxylic acid, 1 -phenyl-1 H-pyrrole-

3.4-dicarboxylic acid, cis-2,3-piperazinedicarboxylic acid 2,3-piperazinedicarboxylic acid, 2,5-piperazinedicarboxylic acid, 2,6-piperazinedicarboxylic acid 2-amino-3,5- pyridinedicarboxylic acid, 2-methylpyrrole-3,4-dicarboxylic acid, 4-(methylamino)-2,6- pyridinedicarboxylic acid, 2-amino-6-methyl-3,4-pyridinedicarboxylic acid, 5-amino-2- methyl-3,4-pyridinedicarboxylic acid, 2-amino-6-methyl-3,5-pyridinedicarboxylic acid,

2.5-dimethylpyrrole-3,4-dicarboxylic acid, 2,5-dimethylpyrrole-3,4-dicarboxylic acid, 2- amino-6-hydroxy-3,5-pyridinedicarboxylic acid, 2,4-pyrrolidinedicarboxylic acid, 1 H- indole-2,4-dicarboxylic acid, 1 H-indole-2,6-dicarboxylic acid, 1 H-indole-2,5- dicarboxylic acid, 5-phenyl-2,4-pyrrolidinedicarboxylic acid, 5-methyl-2,4- pyrrolidinedicarboxylic acid, trans-2,4-azetidinedicarboxylic acid, cis-2,4- azetidinedicarboxylic acid, 3,5-piperidinedicarboxylic acid, 2,3-pyrrolidinedicarboxylic acid, 2,3-azetidinedicarboxylic acid, 3,4-pyrrolidinedicarboxylic acid, 2,3-dihydro-6H- 1 ,4-dioxino[2,3-c]pyrrole-5,7-dicarboxylic acid, 1 H-imidazole-2,4-dicarboxylic acid 1 - butyl-1 H-pyrrole-2,3-dicarboxylic acid, 3-amino-1 -oxide-2, 4-pyridinedicarboxylic acid, 2,3-dihydro-5-phenyl-1 H-pyrrolizine-6,7-dicarboxylic acid, 3a,4,5,9b-tetrahydro-3H- cyclopenta[c]quinoline-4,6-dicarboxylic acid, 3a,4,5,9b-tetrahydro-3H- cyclopenta[c]quinoline-4,8-dicarboxylic acid, 2,3-dihydro-1 H-imidazole-4,5- dicarboxylic acid, 5-amino-6-methyllutidinic acid 1 H-indole-3,7-dicarboxylic acid, 3,3- dimethyl-2,6-piperidinedicarboxylic acid ,1 -butyl-2, 5-pyrrolidinedicarboxylic acid, 1 H- indole-4,6-dicarboxylic acid 1 -(phenylmethyl)-3,4-pyrrolidinedicarboxylic acid, 3- (carboxymethyl)-l H-indole-2,6-dicarboxylic acid, 3,4-bis(2,2,2-trifluoroethyl)-1 H- pyrrole-2,5-dicarboxylic acid, 9-hexyl-9H-carbazole-3,6-dicarboxylic acid„3-methyl-5- (1 -piperazinylsulfonyl)-2,4-thiophenedicarboxylic acid, 2,3,4,9-tetrahydro-1 H- carbazole-5,7-dicarboxylic acid, 2,3-dimethyl-1 H-indole-4,6-dicarboxylic acid, 7- amino-1 ,4-dihydro-4-oxo-3,6-quinolinedicarboxylic acid, 5-amino-3-methyl-2,4- thiophenedicarboxylic acid, (m-tolylimino)diacetic acid, (o-tolylimino)diacetic acid, and D-cystathionine phenethyliminodiacetic acid, 2-benzyl-2,2'-iminodiacetic acid

The total amount of the mono-, di-, and/or tri-carboxylic acids can vary depending on the type of composition. The total amount of mono-, di-, and/or tri carboxylic acids the compositions of the present disclosure can range from about 0.05 to about 5 wt.%, based on the total weight of the composition. In some cases, the total amount of the one or more mono-, di-, and/or tri-carboxylic acids is from about 0.05 to about 5 wt.%, about 0.05 to about 4 wt.%, about 0.07 to about 3 wt.%, about 0.1 to about 2.5 wt.%, about 0.15 to about 2 wt.%, about 0.2 to about 1 .5 wt.%, about 0.2 to about 1 wt.%, about 0.25 to about 0.75 wt.%, or about 0.25 to about 0.5 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.

WATER

The total amount of water in the present compositions may vary but is typically about 65 to about 95 wt.%, based on the total weight of the present compositions. In some cases, the total amount of water is about 70 to about 90 wt.%, about 70 to about 85 wt.%, or about 70 to about 80 wt.%, including ranges and sub ranges therebetween, based on the total weight of the composition.

pH

The pH of the compositions according to the disclosure generally ranges from about 4 to about 7, for example from about 5 to about 6.5, or from about 5 to about 6.0, or from about 5 to about 5.5, including ranges and subranges therebetween. In certain embodiments, the pH of the compositions according to the disclosure is at about 5, 5.1 , 5.2, 5.3, 5.4, 5.5, 5.6, 5.7, 5.8, 5.9, and 6.

SILICONES

The compositions of the present disclosure may be substantially free of silicone compounds. The silicone compound may be chosen from amino silicones, and dimethicones.

The term“amino silicone” is intended to mean any silicone comprising at least one primary, secondary or tertiary amine or a quaternary ammonium group (i.e., a quaternized group).

ADDITIONAL INGREDIENTS

The compositions of the present disclosure may further comprise a non polysaccharide polymeric quaternized compound chosen from quaternary ammonium polymers. Suitable examples are polyquaternium-7, polyquaternium-1 1 , polyquaternium-22, polyquaternium-34, polyquaternium-11 , polyquaternium-28, polyquaternium-16, polyquaternium-68, polyquaternium-47, polyquaternium-53, and mixtures thereof.

Nonionic surfactants other than fatty acid alkanolamides can be incorporated into the compositions of the instant disclosure and typically include fatty alcohols, alkyl(ether)phosphates, alkylpolyglucosides, and mixtures thereof.

Cationic surfactants (non-polymeric) can be incorporated into the compositions of the instant disclosure The term "cationic surfactant" means a surfactant that is positively charged. This surfactant may bear one or more positive permanent charges or may contain one or more functions that are cationizable in the composition according to the disclosure.

Non-limiting examples of cationic surfactants include behenalkonium chloride, benzethonium chloride, cetylpyridinium chloride, behentrimonium chloride, lauralkonium chloride, cetalkonium chloride, cetrimonium bromide, cetrimonium chloride, 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, and hexadecyltrimethyl ammonium bromide.

The cationic surfactant(s) may be chosen from optionally polyoxyalkylenated, primary, secondary or tertiary fatty amines, or salts thereof, and quaternary ammonium salts, and mixtures thereof.

The fatty amines generally comprise at least one C8-C30 hydrocarbon- based chain.

The composition according to the disclosure may also comprise additives chosen from anionic polymers, nacreous agents, dyes or pigments, fragrances, mineral, plant or synthetic oils, waxes, vitamins, proteins including ceramides, vitamins, UV-screening agents, free-radical scavengers, antidandruff agents, hair-loss counteractants, hair restorers, preserving agents, pH stabilizers and solvents, and mixtures thereof. A person skilled in the art will take care to select the optional additives and the amount thereof such that they do not harm the properties of the compositions of the present disclosure.

If present in the composition, these additives are generally present in an amount ranging up to about 40% by weight of active material relative to the total weight of the composition, such as up to about 30%, up to about 20%, up to about 15%, up to about 10%, up to about 5%, such as from 0% to 20%.

The compositions of certain embodiments may comprise stabilizers, for example sodium chloride, magnesium dichloride or magnesium sulfate. PROCESSES/METHODS

The compositions according to the disclosure may be prepared according to techniques that are well known to those skilled in the art.

Embodiments of the disclosure also relate to a process for washing keratinous materials, such as hair, which consists in applying an effective amount of a composition as defined above to the said keratinous materials, and in rinsing, for example with water, after an optional leave-on time.

Certain embodiments also relate to a process for cleansing keratinous materials, which consists in applying an effective amount of a composition as defined above to the said keratinous materials, and in optionally rinsing, for example with water, after an optional leave-on time.

In some embodiments, keratinous materials, such as hair, may be washed or cleansed by a first step of applying the composition of the disclosure onto hair, with an optional leave-on time, followed by a second step of applying a conditioning composition, with an optional step of rinsing the hair with water between the two first and second steps, and optionally rinsing the conditioning composition, for example with water, after an optional leave-on time.

The compositions may be applied to keratinous substrates, such as the hair, and subsequently rinsed off. In various embodiments, the compositions comprise shampoo compositions for shampooing and/or conditioning the hair, and in various embodiments the shampoo composition will traditionally be rinsed off the hair within a short period of time after application to the hair, such as a period of time up to about 10 minutes, up to about 5 minutes, or up to about 2 minutes after application to the hair.

In various embodiments, processes according to the disclosure comprise applying the compositions described onto keratinous substrates, such as the hair, and subsequently rinsing the compositions off. The processes may, in various embodiments, impart conditioning and manageability to the keratinous substrate to which the composition is applied, even after the composition is rinsed off. The processes may additionally impart long lasting conditioning and manageability to the keratinous substrates.

As used herein, the method/process and composition disclosed herein may be used on the hair that has not been artificially dyed, pigmented or permed. As used herein, the method/process and composition disclosed herein may be also used on the hair that has been artificially dyed, pigmented or permed.

The following examples serve to illustrate the invention without however exhibiting a limiting character. In these examples the amounts of the composition ingredients are given as weight percentages relative to the total weight of the composition.

EXAMPLES

Example 1

Table 1 Inventive Formulations

The inventive formulations in Table 1 were prepared according to the following procedure:

To a side beaker, add 15% by weight of total water, the quaternized polysaccharide (hydroxypropyl guar hydroxypropyltrimonium chloride and/or polyquaternium-10), and non-polymeric, mono-, di-, and/or tri-carboxylic acids (e.g., lactic acid). Mix at 350 rpm. Heat the mixture to about 65°C and add the fatty dialkylamine (e.g., stearamidopropyldimethylamine) and the nonionic surfactant (e.g., cocamide MIPA) and mix until solids are completely dispersed or melted (650 RPM). When the temperature has cooled to about 40°C, add a non-polysaccharide quaternized compound (if present) and fragrance solubilizer (e.g, PEG-60 hydrogenated castor oil).

In a main beaker, add remaining water, the anionic surfactants, polyols, preservatives and amphoteric surfactants, and mix all the ingredients at 350 RPM for 2 minutes. After total dissolution, add the contents of the side beaker into the main beaker and mix at 350 RPM for 30 minutes. Add the rest of the ingredients and make the necessary pH and viscosity adjustments

The inventive formulations prepared according the above-described procedure were transparent in appearance and their viscosities ranged from about 40 to about 85 UD as measured by a Rheomat, at 25°C /spindle 3, 30 seconds (equivalent to from about 1684 to about 3571 mPa.s).

Example 2

TABLE 2 Comparative Formulations

^*M4 spindle was used due to high viscosity of the formula

The comparative formula I was transparent and the viscosity is at 53 UD (M3); however, it did not have an alkanolamide and a fatty dialkyldiamine and the weight ratio of the anionic surfactant to the amphoteric surfactant is lower. The comparative formula J did not have an alkanolamide and glycerin; it was opaque (not transparent) and more viscous than the inventive formulas and it alsocontained silicone.

Example 3

(Properties)

The physico-chemical properties of the inventive shampoos in Table 1 were characterized by rheological and transmittance measurements.

The rheological characteristics were measured using Rheomat at 25°C /spindle 3 OR 4, 30 seconds or using the cup ford method CF-10 in seconds. The cup form method is a measure of the time it takes for a particular amount of substance in grams to flow through an orifice of a given diameter at a given temperature. The more viscous, the longer the flow time.

Transmittance measurements were made using a standard UV-visible spectrophotometer.

Table 3 Rheology and Transmittance Data

Table 4 Summary of Rheology and Transmittance Data

Example 4

Performance

Performance Study (1)

A salon half-head study was performed on the hair of 4 volunteers, of hair type straight to curly and light to medium sensitization wherein the hair was treated with Formula E (invention) or with Formula I (comparative).

The treatment with Formula E resulted in optimal distribution of the product on the hair (ease of distribution), easier rinsing of the hair, and smoothness on wet hair, with slippery coating. On end look it was possible to see more volume control, ease of shaping with brush, less tangled, softer and smoother hair.

Performance Study (2)

A salon half-head study was performed on the hair of 6 volunteers, of hair type straight to curly and virgin to sensitized wherein the hair was treated with Formula F (invention) or with Formula G (invention) or with a commercial shampoo (comparative).

Commercial shampoo composition:

As compared to shampooing the hair with the commercial shampoo, shampooing the hair with the invention formulas resulted in smoother feel of the hair during the application and during washing of the hair, as well as a more supple feel and cleaner feel of the hair during washing. The invention formulas also produced a creamier foam.

Performance Study (3) A consumer qualitative test was performed with 48 female users of shampoo and conditioner, age 18 - 54 years old, who used these products at least 3 times a week, minimum 2 of months. The test subject had hair type: straight to coily and medium to very sensitized hair. One half of the test subjects used the inventive shampoo Formula G) and the other half of the test subjects used their own shampoo (comparative).

Invention Vs. Comparative product

From the table above, before using the products, the consumers found the texture and transparency of the invention formula to be highly pleasing. The formula was also found to be creamy and to provide good foaming but was still perceived as being light, firm. It was also perceived as giving deep cleansing and better cleansing while being associated with hydration.

After using the products, the consumers found the invention formula to have a good, thick consistency and yet was easy to spread on the hair, and to provide a soft feel to the hair even before using a conditioner. The observed cleansing and foaming attributes of the invention formula indicate that if effectively cleansed the hair without requiring a large amount of product or to repeat the shampoo process. The invention formula was also easy to rinse off.

The foregoing description illustrates and describes the disclosure. Additionally, the disclosure shows and describes only the preferred embodiments but, as mentioned above, it is to be understood that it is capable to use in various other combinations, modifications, and environments and is capable of changes or modifications within the scope of the invention concepts as expressed herein, commensurate with the above teachings and/or the skill or knowledge of the relevant art. The embodiments described herein above are further intended to explain best modes known by applicant and to enable others skilled in the art to utilize the disclosure in such, or other, embodiments and with the various modifications required by the particular applications or uses thereof. Accordingly, the description is not intended to limit the invention to the form disclosed herein. Also, it is intended to the appended claims be construed to include alternative embodiments.

As used herein, the terms“comprising,”“having,” and“including” are used in their open, non-limiting sense.

The terms“a,”“an,” and“the” are understood to encompass the plural as well as the singular.

The expression“one or more” means“at least one” and thus includes individual components as well as mixtures/combinations.

Other than in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients and/or reaction conditions are to be understood as being modified in all instances by the term“about,” meaning within +/- 5% of the indicated number.

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

“Keratinous substrates” as used herein, includes, but is not limited to keratin fibers such as hair on the human head and hair comprising eyelashes. “Keratinous substrates” as used herein, may also refer to the skin such as lips, finger nails or toe nails, and the scalp.

In the present patent application, a species is termed as being“anionic” when it bears at least one permanent negative charge or when it can be ionized as a negatively charged species, under the conditions of use of the compositions of embodiments of the disclosure (for example the medium or the pH) and not comprising any cationic filler.

In the present patent application, a species is termed as being“cationic” when it bears at least one permanent positive charge or when it can be ionized as a positively charged species, under the conditions of use of the compositions of embodiments of the disclosure (for example the medium or the pH) and not comprising any anionic filler.

A species is termed as being“nonionic” when it is neither cationic nor anionic within the meaning of the disclosure, in particular when it comprises no cationic or anionic groups within the meaning of the disclosure.

As used herein, the terms “applying a composition onto“keratinous substrates” as used herein, includes, and“applying a composition onto“keratinous substrates” or“keratin fibers” such as hair on a human head with at least one of the compositions of the disclosure, in any manner.

As used herein,“formed from,” means obtained from chemical reaction of, wherein “chemical reaction,” includes spontaneous chemical reactions and induced chemical reactions. As used herein, the phrase“formed from,” is open ended and does not limit the components of the composition to those listed.

The term“stable” as used herein means that the composition does not exhibit phase separation and/or crystallization.

The term“treat” (and its grammatical variations) as used herein refers to the application of the compositions of the present disclosure onto keratin fibers such as hair.

"Volatile", as used herein, means having a flash point of less than about

100^QC.

"Non-volatile", as used herein, means having a flash point of greater than about 100^QC.

Substituted” as used herein, means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as oxygen atoms and nitrogen atoms, as well as functional groups, such as acyloxyalky groups, carboxylic acid groups, amine or amino groups, acylamino groups, amide groups, halogen containing groups, ester groups, thiol groups, sulphonate groups, thiosulphate groups, siloxane groups, and polysiloxane groups. The substituent(s) may be further substituted.

The terms "organic compound" and "having an organic structure" mean compounds containing carbon atoms and hydrogen atoms and optionally heteroatoms such as S, O, N or P, alone or in combination.

The term "polymer" is understood to mean, within the meaning of the disclosure, a compound characterized by the multiple repetition of one or more species of atoms or groups of atoms, known as monomers, linked to each other in amounts sufficient to provide a set of properties that do not vary markedly with the addition or removal of one or a few of the monomers.

The term "rinse-off" is used herein to mean that keratinous substrate such as hair is rinsed and/or washed either after or during the application of the composition, and before drying and/or styling said keratinous substrate. At least a portion of the composition is removed from the keratinous substrate during the rinsing and/or washing. A "leave-on" product refers to a cosmetic composition such as a hair care composition that is applied to a keratinous substrate such as hair and not further subjected to a rinsing and/or washing step before drying and/or styling the substrate.

"Conditioning" as used herein means imparting to one or more hair fibers at least one property chosen from combability, moisture-retentivity, luster, shine, and softness. The state of conditioning can be evaluated by any means known in the art, such as, for example, measuring, and comparing, the ease of combability of the treated hair and of the untreated hair in terms of combing work (gm-in), and consumer perception.

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.

The compositions and methods of the present disclosure can comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful.

The term“substantially free” or“essentially free” as used herein means that there is less than about 2% by weight of a specific material added to a composition, based on the total weight of the compositions. Nonetheless, the compositions may include less than about 1 wt.%, less than about 0.5 wt.%, less than about 0.1 wt.%, or none of the specified material. The term“substantially free” or “essentially free” does not refer to or include the specified material when it is present in raw materials as commercially available from suppliers.

All publications and patent applications cited in this specification are herein incorporated by reference, and for any and all purposes, as if each individual publication or patent application were specifically and individually indicated to be incorporated by reference. In the event of an inconsistency between the present disclosure and any publications or patent application incorporated herein by reference, the present disclosure controls.

Claims

SET OF CLAIMS

1 . A cleansing composition comprising:

(a) from about 6 to about 10 wt.% of one or more anionic surfactants;

(b) from about 2 to about 5 wt.% of one or more amphoteric surfactants;

(c) from about 0.1 to about 1 wt.% of one or more alkanolamides;

(c) from about 0.1 to about 1 wt.% of one or more quaternized polysaccharides;

(d) from about 2 to about 6 wt.% (total wt.%) of glycerin and one or more hydroxyl group-containing compounds other than glycerin;

(e) from about 0.3 to about 2 wt.% of one or more fatty dialkylamines;

(f) one or more non-polymeric, mono-, di-, and/or tri-carboxylic acids; and

(g) water;

all weights being based on the total weight of the composition.

2. The composition of claim 1 , wherein the one or more anionic surfactants are selected from fatty acid soaps, alkyl sulfate ester salts having 8 to 22 carbon atoms, alkyl ether sulfate ester salts, N-acyl sarcosinates, fatty acid amide sulfonates having 8 to 22 carbon atoms, phosphate ester salts, sulfosuccinates, alkyl benzene sulfonates, N-acyl glutamates, N-acyl glycinates, fatty acid ester sulfate ester salts having 8 to 22 carbon atoms, sulfonated oils, POE-alkyl ether carboxylates, POE-alkyl allyl ether carboxylates, .alpha.-olefin sulfonates, fatty acid ester sulfonates having 8 to 22 carbon atoms, secondary alcohol sulfate ester salts, fatty acid alkyloyl amide sulfate ester salts having 8 to 22 carbon atoms, and mixtures thereof.

3. The composition of claim 1 , wherein the one or more anionic surfactants are selected from alkyl alkoxylated sulfates, alkyl sulfates, alkyl ether sulfates, and mixtures thereof.

4. The composition of any one of claims 1-3, wherein the one or more amphoteric surfactants are selected from betaines, sultaines, amphoacetates, amphoproprionates, and mixtures thereof.

5. The composition of any one of claims 1 -4, wherein the one or more amphoteric surfactants are selected from alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), and mixtures thereof.

6. The composition of any one of claims 1 -5, wherein the one or more amphoteric surfactants are selected from the group consisting of coco betaine, cocoamidopropyl betaine, lauryl betaine, laurylhydroxy sulfobetaine, lauryldimethyl betaine, cocoamidopropyl hydroxysultaine, behenyl betaine, capryl/capramidopropyl betaine, lauryl hydroxysultaine, stearyl betaine, sodium cocoamphoacetate, sodium lauroamphoacetate, sodium caproamphoacetate, sodium capryloamphoacetate, disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caproamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caproamphodipropionate, disodium capryloamphodi-propionate, lauroamphodipropionic acid, cocoamphodipropionic acid, sodium diethylaminopropylcocoaspartamide , and mixtures thereof.

7. The composition of any one of claims 1 -6, wherein the one or more alkanolamides are fatty acid alkanolamides selected from fatty acid monoalkanolamides, fatty acid dialkanolamides, fatty acid isoalkanolamides, and mixtures thereof, and preferably selected from fatty acid diethanolamides (DEA), fatty acid monoethanolamides (MEA), fatty acid monoisopropanolamides (MIPA), fatty acid diisopropanolamides (DIPA), and mixtures thereof.

8. The composition of any one of claims 1 -7, wherein the one or more quaternized polysaccharides are selected from non-cellulose cationic polysaccharides, including guar gums or hydroxypropyl guar gums containing trialkylammonium cationic groups; quaternized cellulose derivatives; cellulose derivatives grafted with a water-soluble monomer comprising a quaternary cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, including grafted hydroxyalkylcelluloses, and mixtures thereof.

9. The composition of any one of claims 1 -8, wherein the one or more hydroxyl group-containing compounds other than glycerin are selected from alkanols containing at least two hydroxyl groups, polyalkylene glycols, and mixtures thereof.

10. The composition of any one of claims 1 -9, wherein the one or more fatty dialkylamines are selected from the group consisting of dimethyl lauramine, dimethyl behenamine, dimethyl cocamine, dimethyl myristamine, dimethyl palmitamine, dimethyl stearamine, dimethyl tallowamine, dimethyl soyamine, oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, lauramidopropyl dimethylamine, myristamidopropyl dimethylamine, behenamidopropyl dimethylamine, dilinoleamidopropyl dimethylamine, palmitamidopropyl dimethylamine, their salts, and mixtures thereof.

1 1. The composition of any one of claims 1 -10 wherein the non polymeric, mono-, di-, and/or tri-carboxylic acids are selected from the group consisting of lactic acid, oxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, azelaic acid, dodecanedioic acid, phthalic acid, isophthalic acid, terephthalic acid, 2,6-naphthalene dicarboxylic acid, and mixtures thereof.

12. The composition of any one of claims 1 -1 1 , wherein the weight ratio of the one or more anionic surfactants to the one or more amphoteric surfactants ranges from about 1 .5 to about 5.

13. The composition of any one of claims 1 -12, wherein the composition further comprises a non-polysaccharide polymeric quaternized compound selected from the group consisting of polyquaternium-7, polyquaternium- 1 1 , polyquaternium-22, polyquaternium-34, polyquaternium-28, polyquaternium-16, polyquaternium -68, polyquaternium -47, polyquaternium-53, and mixtures thereof.

14. The composition of any one of claims 1 -13, wherein the weight ratio of the one or more quaternized polysaccharide to the one or more non polysaccharide polymeric quaternized compound is at about 1 :1.25.

15. The composition of any one of claims 1 -14, wherein the composition is substantially free of silicones.

16. The composition of any one of claims 1 -15, wherein the composition is transparent and preferably, substantially free of opacifying agents.

17. A method for cleansing hair comprising applying to the hair, a composition of any one of claims 1 -16 that is in the form of a shampoo; and rinsing the hair.