Liquid hair compositions, use of a liquid hair composition, and method for treating hair

WO2026165625A1PCT designated stage Publication Date: 2026-08-13LOREAL SA +1
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Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-02-10
Publication Date
2026-08-13

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Abstract

The present invention is directed to liquid hair compositions, comprising: (a) at least one humectant; (b) at least two fatty esters; (c) polysilicone-29; and (d) at least one cationic surfactant. The invention is also related to the use of the liquid hair composition and a method for treating hair.
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Description

[0001] LIQUID HAIR COMPOSITIONS, USE OF A LIQUID HAIR COMPOSITION, AND METHOD FOR TREATING HAIR FIELD OF THE INVENTION

[0002] The present invention is directed to liquid hair compositions, comprising: (a) at least one humectant; (b) at least two fatty esters; (c) polysilicone-29; and (d) at least one cationic surfactant. The invention is also related to the use of the liquid hair composition and a method for treating hair.

[0003] BACKGROUND OF THE INVENTION

[0004] In the field of the cosmetic treatment of keratin fibers, in particular human keratin fibers, and more particularly hair, consumers desire hair care treatments that can impart moisture and transform the surface of damaged hair, which can improve the appearance of frizzy hair.

[0005] The quality and condition of the hair are generally adversely affected by several factors, like the action of external agents such as sunlight, wind, pollution, humidity, and chemicals in swimming pools, and also by mechanical or chemical treatments, such as brushing, combing, shampooing, dyeing, bleaching, permanentwaving and / or relaxing. Hair is thus damaged by these various factors and may over time become dry, coarse, or dull, especially in fragile areas, and more particularly at the ends leading to split ends. Under such circumstances, the hair can also become less manageable, more frizzy and less disciplined, and more difficult to style or shape.

[0006] It is sought to treat and reconstruct keratin fibers that have been sensitized and / or damaged, in particular the treatment of keratinous hair fibers, which have an opaque, dull, brittle, lifeless, and / or weak appearance, as well as dry and split ends.

[0007] Many attempts to develop products to discipline, define, and control the hair, without leaving the hair feeling and / or looking unnatural have been made in the art, but such products often resulted in stability problems and / or hair maintenance difficulty.

[0008] For example, the products of the state of the art usually require high amount of product to give good combing and hair feel. But, considering that the effect of such products is not long lasting, consumers have had to reapply the product several times during the day and / or after sleeping to regain frizz control, resulting in product build-up on the hair’s surface and a heavy aspect, unnatural touch, and greasy sensation.In this sense, there is a need in the market for hair products that not only deliver instant results but also provide long-lasting benefits, leaving hair noticeably healthier, sleek, shinier, and smoother to the touch and providing straightening and caring for the hair in one product.

[0009] It is known, furthermore, to supply heat during hair treatments to activate the treatments’ processes. Although these technologies may allow improvement in cosmetic performance, consumers should take care to avoid damaging their hair from the heat.

[0010] Thus, there exists a need to develop a stable hair composition, particularly in a liquid galenic form, that is heat-activated and simplifies the beauty routine by straightening and caring for the hair in one product. The hair composition according to the present invention delivers hybrid benefits: straightening and caring for the hair, providing long-lasting effects, and simplifying the haircare routine, in a single product.

[0011] The inventors of the present invention have overcome the drawbacks of the state of the art and surprisingly and unexpectedly achieved a liquid hair composition that provides improved results when applied to the hair, comprising: (a) at least one humectant; (b) at least two fatty esters; (c) polysilicone-29; and (d) at least one cationic surfactant.

[0012] Although hair care products that attempt to address these problems already exist in the market, the hair care system of the present invention makes it possible to obtain improved results in the hair, such as better manageability, discipline, straightening, volume control, detangling, softness and clean feel, repair and texture satisfaction, frizz control or less frizziness, and less hair breakage. Also, the hair liquid composition of the present invention is stable over time.

[0013] SUMMARY OF THE INVENTION

[0014] The present invention is directed to new liquid hair compositions, comprising (a) at least one humectant; (b) at least two fatty esters; (c) polysilicone-29; and (d) at least one cationic surfactant, which surprisingly provides long-lasting straightening effect, better manageability, discipline, straightening, volume control, detangling, softness and clean feel, repair and texture satisfaction, frizz control or less frizziness, and less hair breakage. The present invention is also related to the use of the liquid hair composition.Other features and advantages of the present invention will be apparent from the following more detailed description of the desirable embodiments which illustrates, by way of example, the principles of the invention.

[0015] BRIEF DESCRIPTION OF THE DRAWINGS

[0016] Figures 1A and 1 B show the visual aspects of the liquid hair composition of Example 1 and the comparative compositions C1 to C4 after the stability evaluation.

[0017] Figures 2A to 2C shows the comparison of the mean effective frizz values of hair treated with the liquid hair compositions according to Examples 1 and 3 and the comparative composition C9 and the visual evaluation of swatches S1 to S4.

[0018] Figure 3 shows a comparison between hair treated with the liquid hair composition according to Example 3 and with the comparative composition C9.

[0019] Figure 4 shows the statistical results of the sensory panel for the liquid hair composition according to Example 3 and the comparative composition C10.

[0020] DETAILED DESCRIPTION OF THE INVENTION

[0021] The liquid hair composition comprises:

[0022] (a) at least one humectant;

[0023] (b) at least two fatty esters;

[0024] (c) polysilicone-29; and

[0025] (d) at least one cationic surfactant;

[0026] wherein all weights are based on the total weight of the composition. In a preferred embodiment, the at least one humectant is selected from glycerin.

[0027] In a preferred embodiment, the at least one humectant is present in a concentration ranging from about 0.1% to about 15.0% by weight, preferably from about 0.5% to about 12.5% by weight, more preferably from about 1.0% to about 10.0% by weight, based on the total weight of the composition.

[0028] In a preferred embodiment, the at least two fatty esters are selected from isononyl isononanoate and hexyl laurate.

[0029] In a preferred embodiment the at least two fatty esters are present in a concentration ranging from about 0.1 % to about 5.0% by weight, preferably from about 0.15% to about 4.0% by weight, more preferably from about 0.2% to about 3.0% by weight, based on the total weight of the composition.

[0030] In a preferred embodiment the isononyl isononanoate is present in a concentration ranging from about 0.1% to about 2.5% by weight.In a preferred embodiment the hexyl laurate is present in a concentration ranging from about 0.1% to about 2.5% by weight.

[0031] In the at least two fatty esters, the isononyl isononanoate and hexyl laurate are present in a ratio of 1 :1 , preferably 2:3, more preferably 1 :2.

[0032] In a preferred embodiment, the polysilicone-29 is present in a concentration ranging from about 0.1% to about 10.0% by weight, preferably from about 0.15% to about 9.0% by weight, more preferably from about 0.2% to about 8.0% by weight, based on the total weight of the composition.

[0033] In a preferred embodiment, the at least one cationic surfactant is selected from stearamidopropyl dimethylamine.

[0034] In a preferred embodiment, the at least one cationic surfactant is present in a concentration ranging from about 0.1% to about 1.5% by weight, preferably from about 0.2% to about 1.25% by weight, more preferably from about 0.3% to about 1.0% by weight, based on the total weight of the composition.

[0035] In a preferred embodiment, the liquid hair composition of the present invention further com prises at least 70.0% by weight of water, based on the total weight of the composition.

[0036] The liquid hair composition of the present invention may further comprise at least one additional cosmetically acceptable ingredient, selected from solvents, nonionic surfactants, conditioning agents, preservatives, pH adjusters, emulsifiers, fragrances, and mixtures thereof.

[0037] In a preferred embodiment, the liquid hair composition of the present invention is a heat-activated leave-in hair composition.

[0038] In an embodiment, the liquid hair composition is applied to the hair, which is heated using a blow dryer and / or a flat iron.

[0039] In another preferred embodiment, the present invention is related to the use of the liquid hair composition according to the present invention for the manufacture of a product for long-lasting, anti-frizz, and straightening benefits and for caring for a keratin material.

[0040] Terms

[0041] As used herein, the expression “at least” means one or more and thus includes individual components as well as mixtures / combinations.

[0042] Other than in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients and / or reaction conditions are to beunderstood as being modified in all instances by the term “about,” meaning within + / -10% of the indicated number.

[0043] As used herein, the term “comprising” is to be interpreted as encompassing all specifically mentioned features as well optional, additional, unspecified ones.

[0044] As used herein, the use of the term “comprising” also discloses the embodiment wherein no features other than the specifically mentioned features are present ( / .e., “consisting of”).

[0045] The terms "a," "an," and "the" are understood to encompass the plural as well as the singular.

[0046] As used herein, the phrases “and mixtures thereof,” “and a mixture thereof,” “and combinations thereof,” “and a combination thereof,” “or mixtures thereof,” “or a mixture thereof,” “or combinations thereof,” and “or a combination thereof,” are used interchangeably to denote that the listing of components immediately preceding the phrase, such as “A, B, C, D, or mixtures thereof” signify that the component(s) may be chosen from A, from B, from C, from D, from A+B, from A+B+C, from A+D, from A+C+D, etc., without limitation on the variations thereof. Thus, the components may be used individually or in any combination thereof.

[0047] “Keratin fibers” include, but are not limited to, human hair. In an embodiment, the terms “keratin fibers,” “hair,” and the like refer in particular to hair on the scalp and exclude eyelashes.

[0048] As used herein, the terms “applying a composition onto keratin fibers”, “applying a composition onto hair”, and variations of these phrases are intended to mean contacting the keratin fibers or hair with at least one of the compositions according to the disclosure, in any manner. It may also mean contacting the keratin fibers or hair in an effective amount.

[0049] As used herein, the term “conditioning” means imparting to 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, and consumer perception.

[0050] As used herein, “treatment and reconstruction” means imparting to the hair by means of the method according to the invention is softer to the touch (nostiffness) and remains well-behaved since the presence of less frizziness and volume is observed.

[0051] “INCI” is an abbreviation of International Nomenclature of Cosmetic Ingredients, which is a system of names provided by the International Nomenclature Committee of the Personal Care Products Council to describe personal care ingredients.

[0052] As used herein, “transform” and “transformation” means that the surface of hair is coated with a flexible film, which provides it with a healthy aspect.

[0053] HUMECTANT

[0054] The liquid hair composition according to the present invention comprises at least one humectant. Humectants are hygroscopic compounds which help to retain moisture in the hair.

[0055] In a preferred embodiment, the at least one humectant is selected from glycerin.

[0056] Further examples of possible humectants that can be used in the present invention include vitamins, such as panthenol (Pro-vitamin B5), sugars and modified sugars, like sugar alcohols, such as sorbitol, polyglyceryl sorbitol, inositol, and xylitol, urea, diols and triols, such as propylene glycol (propane diol), dipropylene glycol, propylene glycol, 1,2,6 hexanetriol, butylene glycol, ethylene glycol, triethylene glycol, hexylene glycol, capryl glycol, erythritol, phytantriol, hexanediol, hexanetriol, hyaluronic acid, polyethylene glycols having from 4 to 400 repeating ethylene glycol units, ethoxydiglycol, and mixtures thereof.

[0057] FATTY ESTERS

[0058] The liquid hair composition according to the present invention comprises at least two fatty esters.

[0059] According to the present invention, the at least two fatty esters enhance the composition’s spreadability, while provide sensorial benefits to the hair on which the composition is applied, such as shine, smooth touch, discipline, softness, cosmeticity, and detangled hair.

[0060] In a preferred embodiment, the at least two fatty esters are selected from isononyl isononanoate and hexyl laurate.

[0061] Esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C4-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy non-sugar alcohols may also beused. Mention may be made in particular of diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; triisopropyl citrate; glyceryl trilactate; glyceryl trioctanoate; neopentyl glycol diheptanoate; and diethylene glycol diisononanoate.

[0062] Further non-limiting examples of fatty esters include dicarboxylic acid fatty esters, monocarboxylic acid fatty esters, propylene glycol esters of fatty acids.

[0063] Non-limiting examples of dicarboxylic acid fatty esters include those of the formula R3OOCR2COOR3, which is obtainable from an esterification of a dicarboxylic acid (=HOOC-R2COOH) and a mono alcohol (R3-OH). R2 represents a C2-10-alkylene group, preferably a C4-8-alkylene group, which optionally comprises at least one OH group. R3 represents a C2-i4-alkyl group, preferably a C2-8-alkyl group. The dicarboxylic acid may comprise at least one OH group. Non-limiting examples of dicarboxylic acids comprising hydroxyl groups are tartaric acid, pentaric acid and 3-hydroxyglutaric acid. Non-limiting examples of suitable alcohols (R3-OH) include ethanol, propanol, iso-propanol, butanol, hexanol, octanol, 2-ethyhexanol, nonanol, iso-nonanol, decanol, iso-decanol, dodecanol and iso-dodecanol, preferably selected from the group consisting of ethanol, iso-propanol, butanol and 2-ethyhexanol. Preferred alcohols include ethanol, propanol, iso-propanol and butanol.

[0064] Non-limiting examples of monocarboxylic acid fatty esters include aliphatic monoesters of the formula R4COOR5, which is obtainable from an esterification of a carboxylic acid (=R4-COOH) and a mono alcohol (Rs-OH). R4 represents a C4-22-alkyl group, preferably a Ce-i s-alkyl group. Rs represents a C8-20-alkyl group, preferably a Cs- -alkyl group, more preferably a Cio- -alkyl group. Nonlimiting examples of suitable carboxylic acids include capronic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, 3,5,5-trimethylhexanoic acid, isononanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid and arachidonic acid. Non-limiting examples of suitable alcohols (Rs-OH) include octanol, 2-ethyhexanol, nonanol, isononanol, decanol, iso-decanol, dodecanol isododecanol, tridecanol iso-tridecanol and cetearyl alcohol. Non-limiting examples of fatty esters of the formula R4COOR5 include ethylhexyl cocoate, ethylhexyl palmitate, isotridecyl myristate, isotridecyl isononanoate, isodecyl ethylhexanoate, isodecyl isononanoate, isodecyl octanoate, isodecyl neopentanoate and cetearyl isononanoate.

[0065] Non-limiting examples of propylene glycol fatty acid esters include propylene glycol esters of medium chain fatty acids (fatty acids having from 6 to 12 carbon atoms), such as propylene glycol dicaprylate / dicaprate, propylene glycoldipelargonate, and propylene glycol dilaurate. A preferred propylene glycol fatty acid ester is propylene glycol dicaprylate / dicaprate. The term “propylene glycol dicaprylate / dicaprate” is understood by those in the art to refer to a combination containing propylene glycol dicaprylate, propylene glycol dicaprylate-caprate, and propylene glycol dicaprate, which may vary in the ratio of these components. An example of a commercially available form of propylene glycol dicaprylate / dicaprate is CAPTEX® 200, available from the Abitec Corp. (Columbus, OH, USA).

[0066] In one embodiment, the one or more fatty esters are selected from cetyl esters, such as cetyl palmitate, cetyl stearate, myristyl myristate, myristyl stearate, cetyl myristate, stearyl stearate, glyceryl stearate, propylene glycol dicaprylate / dicaprate, cetearyl ethylhexanoate, isopropyl isostearate, n-propyl myristate, isopropyl myristate, hexyl laurate, hexadecyl isostearate, hexydecyl laurate, hexyldecyl octanoate, n-propyl palmitate, and isopropyl palmitate.

[0067] The liquid hair composition may preferably include one or more liquid fatty esters. The term “liquid fatty ester” means an ester that is liquid at room temperature and atmospheric pressure (25° C, 1 atm) and which comprises in its structure at least one hydrocarbon-based chain containing at least 6 carbon atoms.

[0068] The liquid fatty esters include esters of monoalcohols or of polyols with monocarboxylic or polycarboxylic acids, at least one of the alcohols and / or acids comprising at least one hydrocarbon-based chain containing at least 6 carbon atoms. The liquid fatty esters include esters of a fatty acid (at least 6 carbon atoms) and of a monoalcohol, more particularly from esters of a fatty monoacid and of a monoalcohol. Preferably, at least one of the alcohols and / or acids is branched. Preferably, the alcohol and / or the acid are saturated, and preferably both are saturated. Moreover, the liquid fatty ester is preferably not oxyalkylenated.

[0069] The liquid fatty esters include those of formula R6-COOR7, in which: Re denotes a linear or branched, saturated or unsaturated, optionally mono- or polyhydroxylated hydrocarbon-based radical, containing from 5 to 31 carbon atoms, preferably containing from 7 to 21 carbon atoms, and more preferably from 8 to 20; and R7 denotes a linear or branched, saturated or unsaturated, optionally mono- or polyhydroxylated hydrocarbon-based radical, containing from 1 to 20 carbon atoms. Preferably, Re denotes a linear or branched alkyl (saturated) radical containing 6 to 22 carbon atoms, especially from 8 to 20 carbon atoms, and more preferably from 8 to 16 carbon atoms. Preferably, R7 denotes a linear alkyl (saturated) radical containing 1 to4 carbon atoms or a branched alkyl (saturated) radical containing from 2 to 20 carbon atoms, especially from 4 to 20 carbon atoms. More preferably, R? denotes a branched saturated alkyl radical containing from 4 to 12 carbon atoms.

[0070] Non-limiting examples of liquid fatty esters include ethyl laurate, butyl laurate, isohexyl laurate, isopropyl laurate, methyl myristate, ethyl myristate, butyl myristate, isobutyl myristate, 2-octyldodecyl myristate, 2-ethylhexyl monococoate (or octyl monococoate), ethyl palmitate, isobutyl palmitate, 2-ethylhexyl palmitate (or octyl palmitate), 2-ethylhexyl isononanoate, butyl stearate, isopropyl stearate, isobutyl stearate, isocetyl stearate, isostearyl isostearate, 2-ethylhexyl stearate (or octyl stearate), 2-ethylhexyl hydroxystearate (or octyl hydroxystearate), decyl oleate, tridecyl neopentanoate, isocetyl neopentanoate, isostearyl neopentanoate, octyldodecyl neopentanoate and isoarachidyl neopentanoate.

[0071] POLYSILICONE-29

[0072] The liquid hair composition according to the present invention comprises polysilicone-29.

[0073] Polysilicone-29 is which is an aminosilicone polymer formed by the reaction between a glycidoxypropyl-terminated dimethyl siloxane polymer, PEG-13 diglycidyl ether, diethylaminopropylamine, and aminopropyltriisopropoxysilane.

[0074] According to the present invention, when activated by heat, the polysilicone-29 forms a flexible film on the hair on which the composition is applied. The resulting cross-links provide long-lasting sleekness that endures through multiple washes.

[0075] CATIONIC SURFACTANT

[0076] The liquid hair composition of the present invention comprises at least one cationic surfactant.

[0077] For purposes of the present disclosure, the term “cationic surfactant” means a surfactant that bears one or more permanent positive charges or bears one or more functional groups that are cationizable, for example, based on pH. Quaternary ammonium surfactants have one or more permanent positive charges. Amidoamine surfactants are cationizable.

[0078] According to the present invention, the at least one cationic surfactant effectively repairs the hair surface and improves detangling of the hair, while maintains the stability of the liquid hair composition.In a preferred embodiment, the at least one cationic surfactant is selected from stearamidopropyl dimethylamine.

[0079] In various embodiments, one or more cationic surfactants are preferably selected from quaternary ammonium compounds. Non-limiting examples of quaternary ammonium compounds include cetrimonium chloride, stearimonium chloride, behentrimonium chloride, behentrimonium methosulfate, behenamidopropyltrimonium methosulfate, stearamidopropyltrimonium chloride, arachidtrimonium chloride, distearyldimonium chloride, dicetyldimonium chloride, and tricetylmonium chloride.

[0080] In various embodiments, one or more cationic surfactants are preferably selected from amidoamine surfactants. Non-limiting examples of amidoamine surfactants include oleamidopropyl dimethylamine, linoleamidopropyl dimethylamine, isostearamidopropyl dimethylamine, oleyl hydroxyethyl imidazoline, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyidiethylamine, and arachidamidoethyidiethylamine, arachidamidoethyidimethylamine, brassicamidopropyldimethylamine, lauramidopropyl dimethylamine, myristamidopropyl dimethylamine, dilinoleamidopropyl dimethylamine, and palmitamidopropyl dimethylamine.

[0081] Further examples of possible examples of cationic surfactants include behenalkonium chloride, benzethonium chloride, cetylpyridinium chloride, lauralkonium chloride, cetalkonium chloride, cetrimonium bromide, cethylamine hydrofluoride, chlorallylmethenamine chloride (Quaternium-15), 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 trihydroxyethylpropylenediamine dihydrofluoride, tallowtrimonium chloride, hexadecyltrimethyl ammonium bromide, or combinations of two or more thereof.

[0082] 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.

[0083] ADDITIONAL INGREDIENTS

[0084] The liquid hair composition according to the present invention may also comprise any other additional ingredient that is usually used in the field of hair care cosmetic compositions.

[0085] The liquid hair composition of the present invention may further comprise at least one additional cosmetically acceptable ingredient, such as solvents, non-ionic surfactants, conditioning agents, preservatives, pH adjusters, emulsifiers, fragrances, and mixtures thereof.

[0086] Other additional ingredients may include thickeners, sequestrants and chelators, consistency regulators, antioxidants, electrolytes and stabilizers, plant extracts, proteins, amino acids, vitamins, glycols, emollients, derivatives of the foregoing, and mixtures thereof.

[0087] Non-limiting examples of solvents include dipropylene glycol, among others.

[0088] Non-limiting examples of non-ionic surfactants include laureth-4, among others.

[0089] Non-limiting examples of conditioning agents include caprylyl glycol, among others.

[0090] Non-limiting examples of preservatives include phenoxyethanol, among others.

[0091] Non-limiting examples of emulsifiers include PEG-60 hydrogenated castor oil, among others.

[0092] Non-limiting examples of pH adjusting agents include potassium acetate, potassium hydroxide, sodium carbonate, sodium hydroxide, phosphoric acid, succinic acid, sodium citrate, tartaric acid, citric acid, salicylic acid, glutamic acid, maleic acid, aspartic acid, boric acid, lactic acid, glycolic acid, sodium hydrogen carbonate, ethanol amines, and mixtures thereof.

[0093] A person skilled in the art will take care to select the optional additional ingredients and / or the amount thereof such that the advantageous properties of thecomposition according to the invention are not, or are not substantially, adversely affected by the envisaged addition.

[0094] The additional ingredients may represent from about 0.1% to about 70.0% by weight, based on the total weight of the composition.

[0095] EMBODIMENTS OF THE INVENTION

[0096] In a non-limitative embodiment, the liquid hair composition comprises: (a) from 0.1 % to 15.0% by weight of at least one humectant, selected from glycerin;

[0097] (b) from 0.1% to 5.0% by weight of at least two fatty esters, selected from isononyl isononanoate and hexyl laurate;

[0098] (c) from 0.1 % to 10.0% by weight of polysilicone-29; and (d) from 0.1% to 1.5% by weight of at least one cationic surfactant, selected from stearamidopropyl dimethylamine;

[0099] wherein all weights are based on the total weight of the composition. In another non-limitative embodiment, the liquid hair composition comprises:

[0100] (a) from 1.0% to 10.0% by weight of at least one humectant, selected from glycerin;

[0101] (b) from 0.2% to 3.0% by weight of at least two fatty esters, selected from isononyl isononanoate and hexyl laurate;

[0102] (c) from 0.2% to 8.0% by weight of polysilicone-29; and (d) from 0.3% to 1.0% by weight of at least one cationic surfactant, selected from stearamidopropyl dimethylamine;

[0103] wherein all weights are based on the total weight of the composition.

[0104] PROCESS FOR MANUFACTURING A LIQUID HAIR COMPOSITION

[0105] The present invention is also related to a process for manufacturing a liquid hair composition that provides for the consumer the properties described above. The process according to the present invention comprise the steps of:

[0106] (a) mixing the cationic surfactant, at a temperature ranging from about 25 °C to about 70°C;

[0107] (b) adding the humectant to the mixture of step (a) at a temperature ranging from about 50 °C to about 75 °C, or from about 60 °C to about 70 °C;

[0108] (c) adding the pre-mix of step (b) to both esters at a temperature ranging from about 40 °C to about 60 °C, or from about 40 °C to about 55 °C; and(d) adding the polysilicone-29 to the pre-mix of step (c) at a temperature ranging from about 25 °C to about 40 °C, or from about 30 °C to about 35 °C.

[0109] COSMETIC PROCESS FOR TREATING, TRANSFORMING, AND STYLING THE HAIR

[0110] The present invention is also related to a process for hair treatment, transformation, styling and reconstruction, wherein the method comprises:

[0111] (i) contacting the wet or damp hair with a small amount, such as about 0.15 g product / g of hair, of the liquid hair composition according to the present invention;

[0112] (ii) with an accessory or the hands, distributing the composition through the hair, starting at the ends, moving towards the roots;

[0113] (iii) heating the contacted area using, for example, a blow dryer and optionally, a flat iron, to provide a strong attraction between the damaged hair surface and the composition; and

[0114] (iv) leaving the composition on the hair.

[0115] EXAMPLES

[0116] Examples 1 to 3 - Liquid Hair Compositions

[0117] Non-limiting examples of the liquid hair compositions according to the present invention are Examples 1 to 3 as shown in Table 1 below.

[0118] TABLE 1

[0119]

[0120]

[0121] below.

[0122] TABLE 2

[0123]

[0124]

[0125] Example 4 - Accelerated Stability Evaluation

[0126] An accelerated stability evaluation was performed in order to demonstrate the stability of the hair composition of Example 1 and comparative compositions C1 to C4. The stability evaluation aims to identify how the quality of a product varies over time and under the influence of external factors such as temperature.

[0127] The composition of Example 1 and the comparative compositions C1 to C4 were submitted to a temperature of 55°C for 7 days. After said 7 days, the stability of the compositions was visually evaluated.

[0128] The results of the stability evaluation are shown in Figures 1A and 1B. Figure 1A shows compositions Ex.1 and C1 to C4 before the evaluation and Figure 1B shows compositions Ex.1 and C1 to C4 after 7 days of evaluation.

[0129] An observation of the formulas in Figure 1B shows that the liquid hair galenic composition of Example 1 has a clean appearance and no phase separation under the influence of a temperature of 55 °C for 7 days.

[0130] In contrast, comparative composition C1 has a creamy and milk aspect under the influence of a temperature of 55 °C for 7 days. C2 to C4 were stable and kept the liquid and transparent aspect.

[0131] These results demonstrate the stability of the compositions according to the present invention.

[0132] Example 5 - Instrumental Performance

[0133] In order to evaluate the instrumental performance of the liquid hair compositions of the present invention, the following studies were conducted.

[0134] Example 5.1 - Frizz Evaluation

[0135] A comparative frizz evaluation between the liquid hair compositions according to Examples 1 and 3 of the present invention and the composition C9 of the state of the art was carried out.

[0136] Six hair swatches (CP Type I) were washed with shampoo composition C8, which had the following listing of ingredients on the package: aqua / water, sodiumlaureth sulfate, coco-betaine, glycerin, glycol distearate, sodium chloride, PPG-5-ceteth-20, linalool, carbomer, sodium benzoate, salicylic acid, pyridoxine HCI, sodium acetate, sodium hydroxide, limonene, isopropyl alcohol, citric acid, panthenol, polyquaternium-10, hexyl cinnamal, benzyl alcohol, perfume / fragrance.

[0137] After rinsing the shampoo from the swatches with water, approximately 0.15 g of the liquid hair compositions according to Examples 1 and 3 were applied to two swatches and 0.15 g of the comparative composition C9 were applied to two other swatches. Comparative composition C9 had the following listing of ingredients on the package: water (aqua), dipropylene glycol, polysilicone-29, VP / methacrylamide / vinyl imidazole copolymer, silicone, quaternium-18, glycerin, trideceth-6, Chamomilla recutita (matricaria) flower extract, Calendula officinalis flower extract, polyim ide-1, potassium sorbate, phenoxyethanol, trideceth-12, sodium benzoate, chlorphenesin, potassium benzoate, phenylpropanol, disodium EDTA, propanediol, caprylyl glycol, tocopherol and citric acid.

[0138] Two swatches did not receive any treatment after shampooing. Each of the swatches were brushed for 10 times.

[0139] Immediately after these steps, each of the swatches were photographed using a HEAVEN SYSTEM developed by Newtone (Hair evaluation for automated volume estimation) supplied by Newtone Inc., and the resulting photographs were analyzed by the Hair Analysis software within the HEAVEN SYSTEM, which resulted in a measurement of the hair area (cm2) of each swatch. The average area for each set of swatches is shown in Figure 2A, where the greater the area indicates a higher level of frizz. A photograph of a swatch from each set of swatches is shown in Figure 2C, where S1 is untreated, S2 and S3 are treated with the liquid hair compositions according to Examples 1 and 3 respectively, and S4 is treated with the comparative formula C9.

[0140] The compositions were left on the swatches for 24 hours under 85% relative humidity, and then each of the swatches were again photographed and evaluated for frizz using the process described above. The average area for each set of swatches is shown in Figure 2B, where the greater the area indicates a higher level of frizz. A photograph of a swatch from each set of swatches after exposure to these humidity conditions is shown in Figure 2C, where S1 is untreated, S2 and S3 are treated with the liquid hair compositions according to Examples 1 and 3 respectively, and S4 is treated with the comparative formula C9.These comparisons evidence that the liquid hair compositions according to the present invention have a superior performance in view of the prior art composition C9, exhibiting an efficient long-lasting anti-frizz effect and a reduction of the volume of the hair.

[0141] Example 6 - Sensorial Performance

[0142] Example 6.1 - Experts Sensory

[0143] A comparative test between the liquid hair composition according to Example 3 of the present invention and the comparative composition C9 was carried out. This test aims to analyze the sensory aspects of the compositions during the application and after drying the hair only with blow-dry wound brush (no flat iron), while also analyzing the lasting benefits after 1 day.

[0144] The analyses were performed based on the following protocol:

[0145] - applying about 20 g of a shampoo to the hair, the shampoo having the following ingredients: Aqua / Water, Sodium Laureth Sulfate, Lauryl Glucoside, Cetyl Alcohol, Sodium Chloride, Glycol Distearate, Citric Acid, PPG-5-Ceteth-20, Parfum / Fragrance, Sodium Benzoate, Sodium Hydroxide, Cocam idopropyl Betaine, Limonene, Disodium EDTA, Salicylic Acid, Coco-Betaine, Saccharum officinarum Extract / Sugarcane Extract, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Hexyl Cinnamal, Linalool, Phenoxyethanol, Citrus limon Peel Extract / Lemon Peel Extract, Pyrus malus Fruit Extract / Apple Fruit Extract, Camellia sinensis Leaf Extract;

[0146] -rinsing the shampoo;

[0147] - applying about 20 g of a conditioner to the hair, the conditioner having the following ingredients: Aqua / Water, Cetearyl Alcohol, Glycerin, Behentrimonium Methosulfate, Amodimethicone, Behentrimonium Chloride, Parfum / Fragrance, Isopropyl Alcohol, Aloe Barbadensis / Aloe Barbadensis Leaf Juice, Trideceth-6, Limonene, Chlorhexidine Dihydrochloride, Cetrimonium Chloride, Hexyl Cinnamal, Citric Acid, Coumarin, Linalool, Passiflora edulis Fruit Juice, Bisabolol;

[0148] -rinsing the conditioner;

[0149] - applying, onto the heads of 6 panelists, about 3 g of the composition of Ex. 3 to half of the head, on wet hair, while applying about 3 g of the composition of C9 to the other half;

[0150] - distributing the composition evenly on the hair and evaluating the visual aspects;- heat drying using a blow dryer with round brush (no flat iron) and evaluating the visual aspects; and

[0151] - evaluating the visual aspects after 1 day.

[0152] Initially, the experts stated that the application of the liquid hair composition according to Example 3 was noticeably smoother, and the drying time of the hair using the blow dryer was reduced, relative to the comparative composition C9.

[0153] The experts also stated that, at the wet stage, the hair on which the liquid hair composition according to Example 3 was applied exhibited easier shaping, increase of coated hair and smoother touch than the hair on which the comparative composition C9 was applied. Due to the superior slip and coverage of the inventive composition, it showed a facilitated a quicker drying process.

[0154] After drying the hair, the experts noticed that the hair on which the liquid hair composition according to Example 3 was applied also exhibited smoother touch and visual, along with visual sealed ends, improved softness, shine, volume, discipline and shape memory compared to the hair on which the comparative composition C9 was applied.

[0155] Finally, after 1 day, the experts concluded that the hair on which the liquid hair composition according to Example 3 was applied had an improvement of frizz control, detangling, discipline, and fiber definition, as well as a smoother touch and more softness than the hair on which the comparative composition C9 was applied.

[0156] The experts’ conclusions are evidenced by a comparison between the hairs treated with the liquid hair composition according to Example 3 and with the comparative composition C9, on application day and the day after, shown in Figure 3, in which hairs treated with the inventive composition has an improved frizz control and discipline.

[0157] The comparisons above demonstrate that the liquid hair compositions according to the present invention efficiently meet the needs of consumers, who seek products that provides an elegant appearance, smoothness, softness, and long-lasting anti-frizz effect.

[0158] Example 6.2 - Sensorial Panel: Comparison with Commercial Benchmark

[0159] In order to evaluate the sensorial of the inventive formula of Example 3 versus a commercial bench market C10, a sensorial panel study with 13 trained panelists was conducted.For this evaluation each of the panelists applied a neutral shampoo and conditioner in their natural hair swatches type I with a high sensitization level. Subsequently, each panelist applied the inventive formula of Example 3 (0.15 g formula per 1 / g hair) onto their wet hair, followed by blow drying the hair.

[0160] Afterwards, the panelists followed the same application protocol using the commercial benchmark product, namely comparative composition C10, having the following listing of ingredients on the package: aqua / water, dipropylene glycol, polysilicone-29, silicone Quaternium-18, glycerin, Trideceth-6, Chamomilla recutita (Matricaria) flower extract, Calendula officinalis flower extract, potassium sorbate, phenoxyethanol, Trideceth-12, sodium benzoate, chlorphenesin, potassium benzoate, disodium EDTA, and citric acid.

[0161] After this application protocol, each of the panelists evaluated 35 common attributes about their hair, and the resulting data was statistically treated. For each of these 35 common attributes, each panelist evaluated their hair using a score of 1 (lowest) to 10 (highest).

[0162] The results for each of the 35 common attributes were averaged by the panelists, and those results are shown in Figure 4.

[0163] The panelists evaluation showed that the liquid hair composition according to the present invention is statistically superior to comparative composition C10 in the wet hair in coating and stickiness. On dry hair, the liquid hair composition according to the present invention shows more lightness and more individualized hair.

[0164] Example 6.3 - Comparative Tests

[0165] The comparative formulas C1, C2, C3, and C4 were compared with the inventive formula of Example 1 to evaluate the performance of each on hair.

[0166] Natural hair swatches type III were cleansed with a standard shampoo as set forth in Example 6.1 (approximately 0.4 g shampoo / g hair). After rinsing the shampoo from the swatches, the swatches were treated with one of these formulas.

[0167] After thoroughly massaging the composition (approximately 0.15 g composition / g hair) into the hair swatch, three trained experts evaluated each swatch for wet properties. The hair swatches were then blow dried with a blow drier and then the dry sensorial properties were evaluated by the three trained experts.

[0168] The evaluation was made in a scale of similarity: ++ very high, + high, -low, -- very low. The results of this study are found in Table 3 below:

[0169] TABLE 3

[0170]

[0171] This Example showed that the inventive formula displayed superior properties on wet hair, in particular on wet dangling, which is an important concern to consumers and on dry hair in all 6 attributes - discipline, frizz, dry end, coverage, softness, and detangling - relative to the comparative formulas while also providing excellent transformation, distribution, and detangling properties on wet hair.

Claims

SET OF CLAIMS1. A liquid hair composition, comprising:(a) from 0.1 % to 15.0% by weight of at least one humectant;(b) from 0.1 % to 5.0% by weight of at least two fatty esters;(c) from 0.1 % to 10.0% by weight of polysilicone-29; and (d) from 0.1 % to 1.5% by weight of at least one cationic surfactant; wherein all weights are based on the total weight of the composition.

2. Liquid hair composition, according to claim 1, wherein the at least one humectant is present in a concentration ranging from 1.0% to 10.0% by weight, based on the total weight of the composition.

3. Liquid hair composition, according to any one of claims 1 to 2, wherein the at least two fatty esters are present in a concentration ranging from 0.2% to 3.0% by weight, based on the total weight of the composition.

4. Liquid hair composition, according to any one of claims 1 to 3, wherein the polysilicone-29 is present in a concentration range from 0.2% to 8.0% by weight, based on the total weight of the composition.

5. Liquid hair composition, according to any one of claims 1 to 4, wherein the at least one cationic surfactant is present in a concentration range from 0.3% to 1.0% by weight, based on the total weight of the composition.

6. Liquid hair composition, according to any one of claims 1 to 5, wherein the at least one humectant is selected from glycerin, panthenol, sorbitol, polyglyceryl sorbitol, inositol, xylitol, urea, propylene glycol (propane diol), dipropylene glycol, propylene glycol, 1 ,2,6 hexanetriol, butylene glycol, ethylene glycol, triethylene glycol, hexylene glycol, capryl glycol, erythritol, phytantriol, hexanediol, hexanetriol, hyaluronic acid, polyethylene glycols having from 4 to 400 repeating ethylene glycol units, ethoxydiglycol, and mixtures thereof.

7. Liquid hair composition, according to claim 6, wherein the at least one humectant is glycerin.

8. Liquid hair composition, according to any one of claims 1 to 7, wherein the at least two fatty esters are selected from dicarboxylic acid fatty esters, monocarboxylic acid fatty esters, propylene glycol esters of fatty acid, cetyl esters, and mixtures thereof.

9. Liquid hair composition, according to claim 8, wherein the at least two fatty esters are selected from diethyl sebacate, diisopropyl sebacate, diisopropyladipate, di-n-propyl adipate, triisopropyl citrate, glyceryl trilactate, glyceryl trioctanoate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate, ethylhexyl cocoate, ethylhexyl palmitate, isotridecyl myristate, isotridecyl isononanoate, isodecyl ethylhexanoate, isodecyl isononanoate, isodecyl octanoate, isodecyl neopentanoate, cetearyl isononanoate, propylene glycol dicaprylate / dicaprate, propylene glycol dipelargonate, propylene glycol dilaurate, cetyl palmitate, cetyl stearate, myristyl myristate, myristyl stearate, cetyl myristate, stearyl stearate, glyceryl stearate, cetearyl ethylhexanoate, isopropyl isostearate, n-propyl myristate, isopropyl myristate, hexyl laurate, hexadecyl isostearate, hexydecyl laurate, hexyldecyl octanoate, n-propyl palmitate, isopropyl palmitate, ethyl laurate, butyl laurate, isohexyl laurate, isopropyl laurate, methyl myristate, ethyl myristate, butyl myristate, isobutyl myristate, 2-octyldodecyl myristate, 2-ethylhexyl monococoate (or octyl monococoate), ethyl palmitate, isobutyl palmitate, 2-ethylhexyl palmitate (or octyl palmitate), 2-ethylhexyl isononanoate, butyl stearate, isopropyl stearate, isobutyl stearate, isocetyl stearate, isostearyl isostearate, 2-ethylhexyl stearate (or octyl stearate), 2-ethylhexyl hydroxystearate (or octyl hydroxystearate), decyl oleate, isononyl isononanoate, tridecyl neopentanoate, isocetyl neopentanoate, isostearyl neopentanoate, octyldodecyl neopentanoate, isoarachidyl neopentanoate, and mixtures thereof.

10. Liquid hair composition, according to any one of claims 8 to 9, wherein the at least two fatty esters are isononyl isononanoate and hexyl laurate.

11. Liquid hair composition, according to any one of claims 1 to 10, wherein the at least one cationic surfactant is selected from quaternary ammonium compounds, amidoamine surfactants, and mixtures thereof.

12. Liquid hair composition, according to claim 11 , wherein the at least one cationic surfactant is selected from cetrimonium chloride, stearimonium chloride, behentrimonium chloride, behentrimonium methosulfate, behenamidopropyltrimonium methosulfate, stearamidopropyltrimonium chloride, arachidtrimonium chloride, distearyldimonium chloride, dicetyldimonium chloride, tricetylmonium chloride, oleamidopropyl dimethylamine, linoleamidopropyl dimethylamine, isostearamidopropyl dimethylamine, oleyl hydroxyethyl imidazoline, stearamidopropyl dimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyidiethylamine, arachidamidoethyidiethylamine, arachidamidoethyidimethylamine,brassicamidopropyldimethylamine, lauramidopropyl dimethylamine, myristamidopropyl dimethylamine, dilinoleamidopropyl dimethylamine, palmitamidopropyl dimethylamine, behenalkonium chloride, benzethonium chloride, cetylpyridinium chloride, lauralkonium chloride, cetalkonium chloride, cetrimonium bromide, cethylamine hydrofluoride, chlorallylmethenamine chloride (Quaternium-15), dodecyl dimethyl ethylbenzyl ammonium chloride (Quaternium-14), Quaternium-22, Quaternium-26, Quaternium-18, hectorite, dimethylaminoethylchloride hydrochloride, cysteine hydrochloride, diethanolammonium POE (10) oletyl ether phosphate, diethanolammonium POE (3) oleyl ether phosphate, tallow alkonium chloride, dimethyl dioctadecylammoniumbentonite, stearalkonium chloride, domiphen bromide, denatonium benzoate, myristalkonium chloride, laurtrimonium chloride, ethylenediamine dihydrochloride, guanidine hydrochloride, pyridoxine HCI, iofetamine hydrochloride, meglumine hydrochloride, methylbenzethonium chloride, myrtrimonium bromide, oleyltrimonium chloride, polyquaternium-1, procainehydrochloride, cocobetaine, stearalkonium bentonite, stearalkoniumhectonite, stearyl trihydroxyethyl propylenediamine dihydrofluoride, tallowtrimonium chloride, hexadecyltrimethyl ammonium bromide, and mixtures thereof.

13. Liquid hair composition, according to any one of claims 11 to 12, wherein the at least one cationic surfactant is stearamidopropyl dimethylamine.

14. Liquid hair composition, according to any one of claims 1 to 13, wherein the composition further comprises at least 70.0% by weight of water, based on the total weight of the composition.

15. Liquid hair composition, according to any one of claims 1 to 14, wherein the composition further comprises at least one additional cosmetically acceptable ingredient, selected from solvents, non-ionic surfactants, conditioning agents, preservatives, pH adjusters, emulsifiers, fragrances, and mixtures thereof.

16. Liquid hair composition, according to any one of claims 1 to 15, wherein the composition is a heat-activated leave-in hair composition.

17. A liquid hair composition, comprising:(a) from 1.0% to 10.0% by weight of at least one humectant, selected from glycerin;(b) from 0.2% to 3.0% by weight of at least two fatty esters, selected from isononyl isononanoate and hexyl laurate;(c) from 0.2% to 8.0% by weight of polysihcone-29; and(d) from 0.3% to 1.0% by weight of at least one cationic surfactant, selected from stearamidopropyl dimethylamine;wherein all weights are based on the total weight of the composition.

18. Use of a liquid hair composition, comprising:(a) from 0.1 % to 15.0% by weight of at least one humectant, selected from glycerin;(b) from 0.1% to 5.0% by weight of at least two fatty esters, selected from isononyl isononanoate and hexyl laurate;(c) from 0.1 % to 10.0% by weight of polysilicone-29; and (d) from 0.1% to 1.5% by weight of at least one cationic surfactant, selected from stearamidopropyl dimethylamine;wherein all weights are based on the total weight of the composition, for manufacturing a cosmetic product for long-lasting anti-frizz and straightening benefits and for caring for a keratin material.

19. A method for treating hair, comprising applying the liquid hair composition, as defined in any one of claims 1 to 17, to the hair.

20. The method, according to claim 19, wherein the liquid hair composition is applied to wet or damp hair.