Personal care compositions free of sulfated surfactants

A sulfate-free personal care composition using sodium cocoyl alaninate and glyceryl esters forms lamellar vesicles, addressing the harshness of sulfated surfactants while delivering effective cleaning and anti-dandruff benefits.

JP2025078667APending Publication Date: 2025-05-20PROCTER & GAMBLE CO
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Patent Information

Application Number
JP2025030188
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2021-02-22
Filing Date
2025-02-27
Publication Date
2025-05-20

AI Technical Summary

Technical Problem

Existing shampoo compositions that use sulfated surfactants for cleaning often result in poor hair feel, dryness, and low consumer acceptance due to perceived harshness, while also lacking anti-dandruff benefits and containing silicones.

Method used

A personal care composition comprising sodium cocoyl alaninate, a glyceryl ester, an anti-dandruff agent, and a liquid carrier, substantially free of sulfated surfactants and silicones, which forms lamellar vesicles for effective cleaning and actives delivery.

Benefits of technology

The composition achieves excellent cleaning quality without sulfated surfactants, provides anti-dandruff benefits, and is stable with a low shear yield stress, allowing for efficient deposition of actives on the scalp.

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Abstract

To provide a personal care composition that can provide acceptable cleaning quality to soiled hair and at the same time that can provide a consumer desired anti-dandruff effect.SOLUTION: A personal care composition exhibiting excellent cleaning qualities without the use, or inclusion, of a sulfated surfactant, while also delivering an anti-dandruff benefit. The personal care composition contains 7% to 12% sodium cocoyl alaninate, 3% to about 10% glyceryl ester, an antidandruff agent, and a liquid carrier. The personal care composition is substantially free of sulfated surfactants. The sodium cocoyl alaninate to glyceryl ester ratio can be 2:1. The viscosity of the personal care composition can be 3 mPa-s to 12 Pa-s.SELECTED DRAWING: Figure 1
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Description

[Technical field]

[0001] The present disclosure relates generally to sulfonated surfactant-free personal care compositions that gently cleanse and deliver anti-dandruff actives to the scalp. [Background technology]

[0002] Human hair becomes dirty due to contact with the surrounding environment and sebum secreted by the scalp. Dirty hair has a dirty feel and an unattractive appearance. Applying a shampoo composition to dirty hair and washing it can restore a clean and attractive appearance to the hair by removing oil and other dirt from the hair. Known shampoo compositions typically remove oil and dirt from hair by including sulfated surfactants. However, shampoos containing sulfated surfactants such as sodium lauryl sulfate and sodium laureth sulfate can exhibit several undesirable characteristics such as poor hair feel and dry hair and skin after washing. Also, shampoos containing sulfated surfactants have low consumer acceptance as a result of this perceived harshness. Therefore, it would be desirable to provide a personal care composition that can provide acceptable cleaning quality to dirty hair and at the same time provide the anti-dandruff benefits desired by consumers. The product may additionally be substantially free of silicone. Summary of the Invention [Means for solving the problem]

[0003] A personal care composition comprising sodium cocoyl alaninate, a glyceryl ester, an antidandruff agent, and a liquid carrier, and substantially free of sulfated surfactants. In some aspects, the personal care composition comprises sodium cocoyl alaninate, a glyceryl ester, an antidandruff agent, and a liquid carrier, and is substantially free of sulfated surfactants, and comprises unilamellar vesicles, multilamellar vesicles, or oligovesicular vesicles. [Brief description of the drawings]

[0004] [Figure 1] Vesicles are shown. The image on the left is representative of a unilamellar structure, the image in the middle is representative of a multilamellar structure. The image on the right represents an oligovesicular structure. [Diagram 2] 1 is a cross-polarized microscope image. The captured cross-polarized image shows a Maltese cross, typical of lamellar droplets. [Diagram 3] 1 is a cryo-SEM showing a freeze-fracture cross-section of a multilamellar vesicle. [Figure 4] This is a cryo-TEM sample representative of the vesicle structure formed. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0005] References herein to an "embodiment" or the like mean that a particular material, feature, structure, and / or characteristic described in connection with that embodiment is included in at least one embodiment, and optionally in multiple embodiments, but do not mean that all embodiments incorporate the described material, feature, structure, and / or characteristic. Moreover, materials, features, structures, and / or characteristics may be combined in any suitable manner across different embodiments, and materials, features, structures, and / or characteristics may be excluded or substituted from those described. Thus, the embodiments and aspects described herein can include or be combined with elements or components of other embodiments and / or aspects, even if not explicitly illustrated in combination, unless specifically stated or incompatible.

[0006] With respect to the compositions described herein, all percentages are by weight of the composition unless otherwise stated. All ratios are by weight. All weights related to listed ingredients are based on the active level and do not include carriers or by-products that may be included in commercially available materials unless otherwise stated. All ranges are inclusive and combinable. Significant digits do not represent limitations on the amounts listed, nor do they represent limitations on the precision of the measurements. Unless otherwise stated, all numerical quantities are understood to be modified by the word "about." Unless otherwise indicated, all measurements are understood to be made at ambient conditions of approximately 25°C, with "ambient conditions" meaning conditions of about 1 atmosphere pressure and about 50% relative humidity. All numerical ranges are inclusive of narrower ranges. The upper and lower range limits delimited are interchangeable to create further ranges not expressly delimited.

[0007] The compositions of the present invention can comprise, consist essentially of, or consist of the essential and optional components described herein. As used herein, "consist essentially of" means that the composition or component may contain additional components, but only if the additional components do not materially alter the basic and novel characteristics of the claimed composition or method. As used in this specification and the appended claims, the singular forms "a," "an," and "the" are intended to include the plural forms unless the context clearly dictates otherwise.

[0008] "About" modifies a particular value by referring to a range equal to plus or minus twenty percent (±20%) or less of the stated value (e.g., less than 15%, 10%, or even 5%).

[0009] "Charge density" refers to the ratio of the number of positive charges on a polymer to the molecular weight of that polymer.

[0010] "Derivative" refers to the amide, ether, ester, amino, carboxyl, acetyl, and / or alcohol derivatives of a given compound.

[0011] "Hair care" means adjusting and / or improving the condition of hair and / or the scalp, for example, improving the appearance of hair (e.g., volume, bounce, gloss, texture), and improving the health of hair and / or the scalp (e.g., dandruff, split ends, frizzy hair, hair loss).

[0012] "Hair care active substance" means a compound or combination of compounds that, when applied to hair or skin, has an acute and / or chronic effect on hair and / or the scalp or a type of cell normally found therein.

[0013] "Hair care composition" means a composition that contains a hair care active substance and adjusts and / or improves the condition of hair and / or the scalp.

[0014] "Personal care composition" means a composition intended to be applied topically to hair and / or skin. Personal care compositions may be in the form of solutions, dispersions, emulsions, powders, talcs, capsules, spheres, sponges, solid dosage forms, foams, combinations thereof, etc. Some non-limiting examples of personal care compositions include non-rinse hair products such as hair tonics, treatments, and styling products, as well as rinse-off hair products such as shampoos, conditioners, body washes, and soaps.

[0015] As used herein, the term "polymer" is intended to include substances produced by the polymerization of one type of monomer or substances produced by two or more types of monomers (i.e., copolymers).

[0016] As used herein, the term "suitable for application to human hair" means that a personal care composition or its components are acceptable for use in contact with human hair, scalp, and skin without undue toxicity, incompatibility, instability, allergic reaction, etc.

[0017] "Substantially free" refers to a composition that contains less than 3% (e.g., 2%, 1%, 0.5%, 0.25%, 0.1%, 0.01%, or even less than 0%) of the subject ingredient. For example, a "substantially sulfate free" composition can refer to a composition that contains only sulfate-containing compounds incidentally incorporated as minor constituents (e.g., carryover constituents) at levels of less than 0.1%.

[0018] By "sulfate-free" it is meant that the composition contains no detectable sulfated surfactants (i.e., 0%).

[0019] The term "sulfated surfactant" means a surfactant that contains a sulfate group.

[0020] As used herein, the term "water-soluble" means that a substance is soluble in water. In certain embodiments, a substance may be soluble at 25°C in 0.1% by weight of water solvent, in certain embodiments, 1% by weight of water solvent, in certain embodiments, 5% by weight of water solvent, and in certain embodiments, 15% by weight or more of water solvent.

[0021] Personal Care Compositions As described herein, a personal care composition is disclosed that exhibits excellent cleaning qualities without the use or inclusion of sulfated surfactants and simultaneously provides anti-dandruff benefits. The personal care composition herein comprises sodium cocoyl alanine, a glyceryl ester, an anti-dandruff agent, and a liquid carrier. The personal care composition described herein is substantially free of sulfated surfactants, and ideally free of sulfate salts. Additionally, the personal care composition may be substantially free of silicones such as polydimethylsiloxane. Additionally, the personal care composition may comprise less than 6% (e.g., less than 3%, 2%, or even 0%) of added salt. In some embodiments, the sodium cocoyl alanine and the glyceryl ester are included in a weight ratio of 5:1 to 1:2 (e.g., 9:2 to 1:1, 4:1 to 2:1, or 3:1 to 3:2). The viscosity of the personal care composition can be from 1 mPa-s to 12 Pa-s (e.g., from 3 mPa-s to 10 Pa-s, from 10 mPa-s to 5 Pa-s, or even from 100 mPa-s to 3 Pa-s).

[0022] Personal care compositions such as sulfate-free micellar shampoos have historically had difficulty thickening, stabilizing, and depositing particulate actives such as antidandruff actives without polymeric thickeners or suspending agents such as polyacrylic acid (e.g., carbomer), ethylene glycol distearate (EGDS), or trihydroxystearin (e.g., THIXCIN from Elementis, New Jersey). It has been found that sulfate-free personal care compositions that provide antidandruff benefits can thicken, stabilize, and deposit both soluble and insoluble antidandruff actives more than sulfate-containing antidandruff personal care compositions. This can be achieved through the formation of lamellar vesicles when sulfate-free amino surfactants such as sodium cocoyl alanine are combined with glyceryl esters in the presence of cationic polymers. It has also been found that soluble antidandruff actives such as, for example, piroctone olamine can be incorporated into lamellar vesicles and deposited efficiently on the human scalp via coacervate formation caused by anionic surfactants and cationic polymers. These products also benefit from insoluble anti-dandruff actives such as zinc pyrithione. These insoluble actives can be stabilized via vesicles that generate high low shear yield stress compared to micellar systems that typically require EGDS or polymeric thickeners for suspension and stability. The coacervate-assisted delivery of hair care actives in this system is efficient and can effectively deposit insoluble anti-dandruff actives on hair and / or scalp.

[0023] The personal care compositions herein have a low shear yield stress value of 0.005 Pa to 20 Pa (e.g., 0.01 to about 10 Pa or 0.1 to 6 Pa). This low shear yield stress value allows for stable inclusion of particulate actives. Furthermore, the personal care compositions may be stable at 5° C. and / or 40° C. The low shear yield stress may be determined according to the rheology method described in more detail below.

[0024] Vesicles typically form upon pH adjustment of the composition. Vesicle formation helps structure the formulation and will typically transition the composition from clear or translucent to opaque (e.g., clear to white). Vesicles can be unilamellar, multilamellar, or oligovesicles. Unilamellar vesicles are spherical chambers bounded by a single bilayer of amphiphilic lipids or a mixture of such lipids and contain an aqueous solution within the chamber. Multilamellar vesicles include multiple spherical chambers bounded by multiple bilayers of amphiphilic lipids or a mixture of such lipids and contain an aqueous solution within the chamber. Oligovesicular vesicles are spherical chambers bounded by a single bilayer of amphiphilic lipids or a mixture of such lipids and contain other independent spherical vesicles within the main vesicle in addition to the aqueous solution within the chamber. The presence of vesicles can be seen using cross-polarized light microscopy, SEM, and cryo-SEM and cryo-TEM, as is well known in the art. Examples of vesicles are shown in Figures 1-3. FIG. 1 shows the structures of unilamellar (left), multilamellar (center), and oligovesicles (right).

[0025] It may be desirable for consumers to have personal care compositions such as shampoos that have a minimum level of ingredients.The personal care compositions herein allow for the amount of ingredients that do not contain polymeric thickeners or suspending agents, such as carbomer, EGDS, or trihydroxystearin, to be minimized.The personal care compositions in the form of shampoos described herein may consist of some or all of the following ingredients: water, sodium cocoyl alanine, glyceryl caprylate / caprate, cationic polymer, sodium benzoate, citric acid, perfume, anti-dandruff actives, and sodium chloride.It is understood that perfume may be formed from one or more fragrances.

[0026] Detergent Surfactants The personal care compositions described herein include sodium cocoyl alaninate, a detersive surfactant. Detersive surfactants such as sodium cocoyl alaninate generally provide a cleansing effect on dirty hair and hair follicles by facilitating the removal of oil and other soil components from dirty hair. The surfactant facilitates such cleaning because its amphiphilic nature allows it to form micelles around the oil and other soils in the hair, which can then be washed off the hair. Sodium cocoyl alaninate is a surfactant derived from an anionic amino acid (alanine) and coconut fatty acid. This surfactant is sulfate-free, biodegradable, hypoallergenic, and mild to the skin and eyes. Sodium cocoyl alaninate provides a mild clean, which provides a pleasant moisturizing feel after drying. Sodium cocoyl alaninate may be present at 5% to 20% (e.g., 6% to 15%, 7% to 12%, or 8% to 10%). Sodium cocoyl alaninate may be sourced from Ajinomoto and Sino Lion.

[0027] Glyceryl Esters In some embodiments, the personal care composition contains 1% to 20% (e.g., 2.5% to 15%, 3% to 12%, 4% to 10%, or 5% to 8%) of glyceryl esters. Some non-limiting examples of glyceryl esters are polyglyceryl esters such as glyceryl caprylate, glyceryl caprate, and polyglyceryl 2 triisostearate. Other glyceryl esters can be selected from compounds containing C8 to C10 mono-, di-, and triglycerides different from C8 to C10 mono- or dicaprylate 1,2,3-propanetriol. Mixtures of glyceryl caprylate and glyceryl caprate (e.g., as supplied by Stepan) may be particularly suitable for use in the present compositions, as they are mild and substantially free of polyethylene glycol, ethylene oxide / propylene oxide, and nitrogen. The multifunctional benefits of glyceryl caprylate / caprate include yield generation for particle suspension at high temperatures for product stabilization, viscosity modifier, enhanced preservative activity, scalp skin moisturization, wet and dry conditioning, and enhanced deposition of soluble actives. Further examples of glyceryl esters that may be suitable for use herein can be found in U.S. Patent No. 10,265,261.

[0028] In some embodiments, the personal care composition may include 1% to 20% (e.g., 2.5% to 15% or 3% to 10%) of a glyceryl ester in combination with lauric acid. Lauric acid may be present in the composition at 0.1% to 3% (e.g., 0.1% to 2.5%).

[0029] The compositions may also include zwitterionic co-surfactants which are derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, where the aliphatic groups may be linear or branched, and one of the aliphatic substituents contains from 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate. Some non-limiting examples of zwitterionic surfactants are cocamidoethyl betaine, cocamidopropylamine oxide, cocamidopropyl betaine, cocamidopropyl dimethylamino hydroxypropyl hydrolyzed collagen, cocamidopropyl dimonium hydroxypropyl hydrolyzed collagen, cocamidopropyl hydroxysultaine, cocobetaine amide amphopropionate, coco-betaine, coco-hydroxysultaine, coco / oleamidopropyl betaine, coco-sultaine, lauramidopropyl betaine, lauryl betaine, lauryl hydroxysultaine, lauryl sultaine, and mixtures thereof. A preferred zwitterionic surfactant is lauryl hydroxysultaine.

[0030] Cationic Polymer The personal care composition may include a cationic deposition polymer. The cationic deposition polymer may be present at 0.1% to 3% (e.g., 0.1% to 2.0%, or 0.1% to 1.0%). The cationic polymer may be guar, cellulose, derivatives thereof, or combinations thereof. The cationic deposition polymer may have a weight average molecular weight of 500,000 Daltons (da) to 2.2 Mda (e.g., 800 Kda to about 2 Mda) and a charge density of 0.4 meq / g to 2.6 meq / g (e.g., 0.4 to 2, 0.7 to 2, or 0.6 to 1.6). Methods for determining charge density are well known and may be determined at the pH of intended use of the personal care composition, which is typically pH 3 to pH 9. Particularly suitable cationic deposition polymers for use herein include KG30M and LR30M available from Dow.

[0031] In some embodiments, the cationic deposition polymer can contain cationic nitrogen-containing moieties, such as quaternary ammonium, or cationic protonated amino moieties. The cationic protonated amines can be primary, secondary, or tertiary amines, depending on the specific species and the selected pH of the composition. Anionic counterions can be used with the cationic polymers, so long as the cationic polymer remains soluble in water, in the composition, and in the coacervate phase of the composition. Examples of suitable counterions include halide counterions (e.g., chloride, fluoride, bromide, iodide). Non-limiting examples of suitable cationic polymers include copolymers of water-soluble spacer monomers, such as acrylamide, methacrylamide, alkyl and dialkyl acrylamide, alkyl and dialkyl methacrylamide, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, or vinyl pyrrolidone, with cationic protonated amine or vinyl monomers with quaternary ammonium functionality.

[0032] Suitable cationic protonated amino and quaternary ammonium monomers can include vinyl compounds substituted with dialkylaminoalkyl acrylates, dialkylaminoalkyl methacrylates, monoalkylaminoalkyl acrylates, monoalkylaminoalkyl methacrylates, trialkylmethacryloxyalkyl ammonium salts, trialkylacryloxyalkyl ammonium salts, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidones, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts.

[0033] Other suitable cationic polymers include copolymers of 1-vinyl-2-pyrrolidone and 1-vinyl-3-methylimidazolium salts (e.g., the chloride salt) (referred to in the industry as the Cosmetic, Toiletry, and Fragrance Industry Association, Inc., 2002). Cationic diallyl quaternary ammonium-containing polymers, including dimethyldiallyl ammonium chloride homopolymers, copolymers of acrylamide and dimethyldiallyl ammonium chloride (referred to in the industry by CTFA as Polyquaternium 6 and Polyquaternium 7, respectively), copolymers of acrylic acid and dimethyldiallyl ammonium chloride (referred to in the industry by CTFA as Polyquaternium 22), terpolymers of acrylic acid, dimethyldiallyl ammonium chloride and acrylamide (referred to in the industry by CTFA as Polyquaternium 39), and amphoteric copolymers of acrylic acid, including terpolymers of acrylic acid, methacrylamidopropyl trimethyl ammonium chloride and methyl acrylate (referred to in the industry by CTFA as Polyquaternium 47). In certain embodiments, suitable cationic substituted monomers include cationic substituted dialkylaminoalkyl acrylamides, dialkylaminoalkyl methacrylamides, and combinations thereof. Generally, the cationic monomers can conform to Formula III:

[0034] [ka] (In the formula, R 14 is hydrogen, methyl, or ethyl; R 15 , R 16 , and R 17are each independently hydrogen or a short chain alkyl having 1 to 8 carbon atoms, or 1 to 5 carbon atoms, or 1 to 2 carbon atoms, n is an integer having a value of 1 to 8, or 1 to 4; and X is a counter ion. 15 , R 16 , and R 17 The nitrogen attached to R may be a protonated amine (primary, secondary, or tertiary), but may not be a quaternary ammonium (R 15 , R 16 , and R 17 wherein each is an alkyl group. In certain embodiments, the cationic monomer may be polymethylacrylamidopropyltrimonium chloride, available under the trade name POLYCARE 133 from Rhone-Poulenc, Cranberry, NJ, USA. Copolymers of cationic monomers are also suitable in certain embodiments. In such embodiments, the charge density of the total copolymer may be from 2.0 meq / g to 4.5 meq / g.

[0035] Other cationic polymers are also suitable, including polysaccharide polymers such as cationic cellulose derivatives and cationic starch derivatives. Suitable cationic polysaccharide polymers include those conforming to Formula IV:

[0036] [ka] where A is an anhydrous residue such as a starch or anhydrous cellulose residue, and R 18 is an alkyleneoxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or a combination thereof; R 19 , R 20 , and R 21 are independently alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing 18 or fewer carbon atoms, and the total number of carbon atoms for each cationic moiety (i.e., R 19 , R 20 , and R 21The total number of carbon atoms in (X) is 20 or less, and X is an anionic counterion.

[0037] In certain embodiments, the cationic cellulose polymer may be selected from salts of hydroxyethylcellulose reacted with trimethylammonium-substituted epoxides, known in the industry (CTFA) as Polyquaternium 10, available from Amerchol Corp. (Edison, NJ, USA) in their LR, JR, and KG series of polymers. Other suitable cationic cellulose polymers may include polymeric quaternary ammonium salts of hydroxyethylcellulose reacted with lauryldimethylammonium-substituted epoxides, known in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. under the trade name Polymer LM-200.

[0038] Other suitable cationic polymers may include cationic guar gum derivatives such as guar hydroxypropyltrimonium chloride. Additional examples of suitable cationic guar gum derivatives may include the Jaguar series available from Rhone-Poulenc Incorporated and the N-Hance series available from the Aqualon division of Hercules, Inc. Additional details regarding cationic guar gum derivatives are disclosed in U.S. Patent No. 6,930,078.

[0039] As can be understood, other cationic polymers known in the personal care industry are also suitable.For example, quaternary nitrogen-containing cellulose ethers are suitable.Examples of quaternary nitrogen-containing cellulose ethers are described in U.S. Patent No. 3,962,418.

[0040] In certain embodiments, synthetic cationic polymers or derivatives thereof may be useful as cationic polymers. Generally, such synthetic cationic polymers may be included at a concentration of 0.025% to 5%. Suitable synthetic cationic polymers may include water-soluble or water-dispersible polymers, which are cationic and non-crosslinked. In certain embodiments, suitable polymers may be conditioning copolymers including (i) one or more cationic monomer units and (ii) one or more nonionic monomer units or monomer units having a terminal negative charge, the copolymer having a net positive charge. In certain embodiments, the synthetic cationic polymers may have a cationic charge density of 0.5 meq / g to 10 meg / g and an average molecular weight of about 1,000 da to about 5,000,000 da. Non-limiting examples of suitable synthetic cationic deposition polymers are described in U.S. Patent Application Publication No. 2003 / 0223951.

[0041] Other suitable cationic polymers include etherified cellulose, guar, and starch copolymers, some examples of which are described in U.S. Patent No. 3,958,581.Additional cationic polymers are also described in the CTFA Cosmetic Ingredient Dictionary, Third Edition, edited by Estrin, Crosley, and Haynes (The Cosmetic, Toiletry, and Fragrance Association, Inc. (Washington, DC) (1982)).

[0042] When present in the composition, the cationic polymer should be soluble in the composition or in a complex coacervate phase therein, which may be formed by interaction of the cationic polymer with sulfate-free anionic, amphoteric, or zwitterionic detersive surfactants. Complex coacervates of the cationic polymer may also be formed with other anionic charged materials in the personal care composition.

[0043] Techniques for analyzing the formation of complex coacervates are known in the art. For example, microscopic analysis of the composition at any selected dilution stage can be used to determine whether a coacervate phase has formed. Such a coacervate phase can be identified as an additional emulsified phase in the composition. The use of dyes can help distinguish the coacervate phase from other insoluble phases dispersed in the composition. Additional details regarding the use of cationic polymers and coacervates are disclosed in U.S. Pat. No. 9,272,164.

[0044] Anti-Dandruff Actives The personal care composition herein contains an anti-dandruff agent.Suitable anti-dandruff agents can include pyridinethione salts, azoles, selenium sulfide, particulate sulfur, and mixtures thereof.Such anti-dandruff particles must be physically and chemically compatible with the essential components of the composition and must not otherwise unduly impair the stability, aesthetics, or performance of the product.In certain embodiments, the personal care composition may include a cationic polymer to enhance the deposition of anti-dandruff actives.Particularly suitable anti-dandruff actives include zinc pyrithione, piroctone olamine, azoxystrobin, sulfur, salicylic acid, and combinations thereof.

[0045] a. Pyridinethione salt In certain embodiments, the antidandruff agent may be a pyridinethione particle, such as a 1-hydroxy-2-pyridinethione salt. The pyridinethione may be present at 0.1% to 4% (e.g., 0.1% to 3%, 0.1% to about 2%, or 0.3% to 2%). Suitable pyridinethione salts include those formed from heavy metals such as zinc, tin, cadmium, magnesium, aluminum, and zirconium, zinc salts of 1-hydroxy-2-pyridinethione (known as "zinc pyridinethione" or "ZPT"), or alternatively, 1-hydroxy-2-pyridinethione salts in the form of tabular particles, the particles having an average size of up to 20 μm (up to 5 μm or 2.5 μm). Salts formed from other cations, such as sodium, may also be suitable. Pyridinethione antidandruff agents are further described in U.S. Patent Nos. 2,809,971, 3,236,733, 3,753,196, 3,761,418, 4,345,080, 4,323,683, 4,379,753, and 4,470,982. When ZPT is used as an antidandruff particle, it is believed that hair growth or regrowth may be stimulated or regulated, or both, or hair loss may be reduced or inhibited, or hair may appear thicker or fuller.

[0046] b. Other antibacterial active substances In addition to anti-dandruff actives selected from polyvalent metal salts of pyrithione, the personal care compositions may further include one or more anti-fungal or anti-bacterial actives in addition to the metal pyrithione salt actives. Suitable antibacterial active substances include coal tar, beta-hydroxybutyric acid, selenium sulfide, sulfur, azoxystrobin, Whitfield's ointment, Castellani liniment, aluminum chloride, gentian violet, octopirox (piroctone olamine), ciclopirox olamine, undecylenic acid and its metal salts, potassium permanganate, sodium thiosulfate, propylene glycol, orange peel oil, urea preparations, griseofulvin, 8-hydroxyquinoline ciloquinol, thiobendazole, thiocarbamates, haloprogin, polyenes, hydroxypyridones, morpholines, benzylamines, allylamines (such as terbinafine), tea tree oil, clove leaf oil, coriander, palmarosa, berberine, thyme red, cinnamon oil, cinnamaldehyde, citronellic acid, hinokitol, ichthyol pale, Sensiva SC-50, Elestab These include HP-100, azelaic acid, lyticase, iodopropynyl butylcarbamate (IPBC), azoles, isothiazalinones, and combinations thereof.

[0047] In a particular example, the personal care compositions herein comprise 0.02% to 10% azoxystrobin, 0.1% to 2% piroctone olamine, 0.1% to 10% beta hydroxy acid (e.g., salicylic acid), and 0.01% to 5% azole (e.g., benzimidazole, benzothiazole, bifonazole, butaconazole nitrate, climbazole, clotrimazole, cloconazole, eberconazole, econazole, elubiol, etc.). , fenticonazole, fluconazole, flutimazole, isoconazole, ketoconazole, lanoconazole, metronidazole, miconazole, neticonazole, omoconazole, oxiconazole nitrate, sertaconazole, sarconazole nitrate, tioconazole, thiazoles, and triazoles such as terconazole and itraconazole), and / or 0.1% to 4% selenium sulfide, and 0.1% to 5% sulfur. Still other examples include combinations of antidandruff and / or biocidal compounds, such as octopirox and zinc pyrithione, pine tar and sulfur, salicylic acid and zinc pyrithione, octopirox and climbazole, and salicylic acid and octopirox, and mixtures thereof.

[0048] Moisturizer The personal care composition may also include a humectant to reduce the rate of water evaporation from hair or skin.Suitable humectants include polyhydric alcohols, water-soluble alkoxylated nonionic polymers, and mixtures thereof.Suitable polyhydric alcohols include glycerin, sorbitol, propylene glycol, butylene glycol, hexylene glycol, ethoxylated glucose, 1,2-hexanediol, hexanetriol, dipropylene glycol, erythritol, trehalose, diglycerin, xylitol, maltitol, maltose, glucose, fructose, sodium chondroitin sulfate, sodium hyaluronate, sodium adenosine phosphate, sodium lactate, pyrrolidone carbonate, glucosamine, cyclodextrin, and mixtures thereof.Suitable water-soluble alkoxylated nonionic polymers include polyethylene glycols and polypropylene glycols having a molecular weight of about 1,000 or less, such as those having the CTFA designation PEG-200, PEG-400, PEG-600, PEG-1000, and mixtures thereof. Humectants, if included, may be present at 0.1% to 20% (eg, 0.5% to about 5%).

[0049] Other Optional Ingredients As can be understood, the personal care composition may further comprise optional ingredients. For example, it may comprise amino acids. Suitable amino acids may include, for example, water-soluble vitamins such as vitamin B1, B2, B6, B12, C, pantothenic acid, pantothenyl ethyl ether, panthenol, biotin and their derivatives, water-soluble amino acids such as asparagine, alanine, indole, glutamic acid and their salts, water-insoluble vitamins such as vitamin A, D, E and their derivatives, water-insoluble amino acids such as tyrosine, tryptamine and their salts.

[0050] In certain embodiments, the personal care composition may optionally include color materials such as inorganic, nitroso, monoazo, disazo, carotenoid, triphenylmethane, triarylmethane, xanthene, quinoline, oxazine, azine, anthraquinone, indigoid, thione indigoid, quinacridone, phthalocyanine, plant dyes, natural dyes, including water-soluble components such as those having a Color Index Name (CIName).The composition may also include antimicrobial agents that are useful as biocides and antidandruff agents for cosmetics, including water-soluble components such as piroctone olamine, water-insoluble components such as 3,4,4'-trichlorocarbanilide (triclosan), triclocarban, and zinc pyrithione.

[0051] In certain embodiments, one or more stabilizers and preservatives may be included. For example, to improve the shelf life of the personal care composition, one or more of trihydroxystearin, ethylene glycol distearate, citric acid, sodium citrate dihydrate, preservatives such as cathon, sodium chloride, sodium benzoate, and ethylenediaminetetraacetic acid ("EDTA") may be included. Particularly suitable is sodium benzoate at a level of 0.10% to 0.45%. The personal care composition may also include citric acid at 0.5% to 1%. Sodium benzoate and citric acid may be added to the personal care composition alone or in combination.

[0052] Chelating agents may also be included to capture metals and reduce hair damage caused by exposure to UV rays. Examples of suitable chelating agents include histidine and N,N' ethylenediaminenicocinic acid ("EDDS").

[0053] How to use The personal care compositions described herein can be used in a conventional manner to cleanse and condition hair or skin. Generally, the method of treating hair or skin can include applying the personal care composition to the hair or skin. For example, an effective amount of the personal care composition can be applied to hair or skin that has been wetted with water, and the composition can then be rinsed off. The effective amount can generally range from about 1 g to about 50 g in certain embodiments, and from about 1 g to about 20 g in certain embodiments. Application to hair typically includes moving the composition through the hair so that most or all of the hair is contacted with the composition.

[0054] In certain embodiments, a method of treating hair or skin may include the steps of (a) wetting the hair or skin with water, (b) applying an effective amount of a personal care composition to the hair or skin, and (c) rinsing the applied area of ​​the skin or hair with water. These steps may be repeated as many times as desired to achieve the desired cleansing and conditioning benefits.

[0055] In certain embodiments, the personal care compositions described herein may be used to treat damaged hair, which may include permed hair, oxidatively dyed hair, and mechanically damaged hair.

[0056] The personal care compositions can be used as liquids, solids, semisolids, flakes, gels in pressurized containers with added propellants, or in the form of pump action sprays. The viscosity of the product can be selected to correspond to the desired form.

[0057] method stability This method involves visually inspecting the test composition for signs of instability (e.g., creaming, precipitation, phase separation, and sedimentation), which are well recognized in the art. Two test samples (approximately 50 g) of the composition are each placed in a separate transparent container. The containers are then covered with suitable lids to prevent evaporation and contamination. One container is placed in a temperature-controlled room at 5° C. and the other is placed in a temperature-controlled room at 40° C. After one month, the samples are removed from the temperature-controlled room and allowed to equilibrate to room temperature (e.g., for one hour). The samples are then visually inspected to observe any changes in the physical properties of the composition (e.g., phase separation or precipitation). Samples that do not have observable signs of instability are identified with a "yes" to indicate that the composition is phase stable. Samples that exhibit visual signs of instability are identified with a "no" to indicate that the composition is not phase stable.

[0058] Viscosity measurement This method provides a method for measuring the viscosity of a composition or material using a suitable rheometer (e.g., a Cone / Plate Controlled Stress Brookfield Rheometer R / S Plus or equivalent). o A 75 mm diameter cone (e.g., spindle C-75-1) with an angle of 0.01 mm is used. The viscosity of the liquid sample is measured at a constant shear rate of 2 s -1 and temperature 26.7° C. The sample size is 3 ml and the total measurement read time is 3 minutes.

[0059] Rheological measurements This method provides a method for determining low shear yield stress using a suitable rheometer (e.g., a TRIOS brand rheometer or equivalent). The rheometer is configured to test sample compositions at 26.7 °C using a 60 mm (diameter) cone with a 2.005 degree angle and a Peltier aluminum plate. The sample gap is set at 52 μm and the sample is loaded at 10 to 1.0 × 10 -4 s -1For example, run a logarithmic sweep of 10 using the manufacturer's software installed on a Trios Rheometer. -4 Pa~10 -2 A Herschel Bulkley analysis of the Pa shear stress curve is performed to determine the low shear yield stress in Pascals (Pa).

[0060] In vivo scalp attachment This method provides a method for determining the amount of anti-dandruff (AD) active deposited on the scalp of a subject. A trained hairdresser applies about 5 g of a control shampoo to the hair on the right or left side of the subject's head and then washes that half of the subject's hair using conventional hair washing techniques (e.g., lathering for 60 seconds, then rinsing until all lather is removed from the hair). A trained hairdresser then applies about 5 g of a test shampoo containing an anti-dandruff active to the other half of the subject's head and then washes that half of the subject's hair using conventional hair washing techniques. The hair is then separated into a control side and a test side of the scalp, and an open-ended glass cylinder is held over the surface of the scalp to form a liquid-impermeable seal. An aliquot of ethanol extraction solvent is added to the open end of the cylinder opposite the end held against the scalp. The solvent is agitated by carefully shaking or rocking the cylinder without disrupting the liquid-impermeable seal. The extraction solvent is recovered using conventional means (e.g., suction).

[0061] The concentration of antidandruff agent in the ethanol extraction solvent is measured by HPLC. Quantification is performed based on a standard curve. The concentration detected by HPLC is converted to the amount collected in grams by using the concentration multiplied by the volume. The deposition efficiency can be calculated using the following equation: The area of ​​scalp extracted in each case is kept constant.

[0062]

number

[0063] Deposition efficiency calculation example: Mass of AD deposited by the example formulation = 7.8 μg Mass of AD active deposited by control formulation = 1.3 μg

[0064]

number

[0065] Table 1 below provides examples of the inventive and comparative personal care compositions described herein. Of course, these examples are not intended to be limiting. Other modifications can be made by those skilled in the art without departing from the spirit and scope of the present invention. The exemplified embodiments of the inventive compositions provide suitable cleaning benefits to hair without using harsh sulfur-based surfactants.

[0066] The personal care compositions shown in the following examples are prepared by conventional formulation and mixing methods.pH can be measured using a Thermo Scientific Orion Star A321 pH meter or equivalent that is calibrated before use.Other properties of the compositions are determined according to the methods described herein.

[0067] [Table 1]

[0068] [Table 2]

[0069] [Table 3] 1 EVERSOFT ACS-30S from Sino Lion (about 5% NaCl) 2 STEPAN MILD GCC from Stepan Company 3 KG30M from Dow 4 LR30M from Dow 5 JAGUAR EXCEL from Solvay 6 EVERSOFT ACS from Sino Lion (about 1% NaCl) 7 CAPMUL MCM from Abitec Corp.

[0070] [Table 4] 1 EVERSOFT ACS-30S from Sino Lion (about 5% NaCl) 2 STEPAN MILD GCC from Stepan Company 3 KG30M from Dow 4 JAGUAR EXCEL from Solvay

[0071] [Table 5] 1 N Hance 3271 from Ashland 2 N Hance 3196 from Ashland 3 Piroctone Olamine from Clariant Specialty Chemicals 4 Zinc Pyrithione from Lonza 5 Kathon from Rohm and Haas 6 DC330M from Dow 7 DM5500 from Whacker

[0072] Examples / Combinations 1. A personal care composition comprising: a) sodium cocoyl alanine, b) glyceryl esters; c) an anti-dandruff agent; d. A liquid carrier, wherein the personal care composition is substantially free of sulfated surfactants.

[0073] 2. The personal care composition according to item 1, wherein the sodium cocoyl alanine is present at 5% to 20%, preferably 6% to 15%, more preferably 7% to 12%, and most preferably 8% to 10%.

[0074] 3. The personal care composition according to item 1 or 2, wherein the glyceryl ester is present at about 1% to 20%, preferably 2.5% to 15%, more preferably 3% to 12%, and most preferably 4% to 10%.

[0075] 4. A personal care composition according to any one of items 1 to 3, wherein the ratio of sodium cocoyl alanine to glyceryl ester is from 5:1 to 2:3, preferably from 4:1 to 1:1, more preferably from 3:1 to 3:2, and most preferably 2:1.

[0076] 5. The personal care composition of any one of items 1 to 4, wherein the glyceryl ester is glyceryl caprate, glyceryl caprylate, or a mixture thereof.

[0077] 6. The personal care composition of claim 5, wherein the glyceryl esters are a mixture of glyceryl caprylate and glyceryl caprate and are substantially free of polyethylene glycol, ethylene oxide / propylene oxide, and nitrogen.

[0078] 7. The personal care composition according to any one of items 1 to 6, wherein the personal care composition has a low shear yield stress value of from 0.005 Pa to 20 Pa.

[0079] 8. The personal care composition of any one of the preceding claims, further comprising 0.1% to 2.5% of lauric acid.

[0080] 9. The personal care composition according to any one of items 1 to 8, wherein the personal care composition is stable at 5°C and 40°C according to the Stability Method.

[0081] 10. The personal care composition according to any one of the preceding claims, further comprising a cationic deposition polymer selected from the group consisting of guar, cellulose, derivatives thereof, and combinations thereof.

[0082] 11. The personal care composition of item 10, wherein the cationic deposition polymer has a charge density of 0.7 meq / g to 2.0 meq / g.

[0083] 12. The personal care composition of claim 10 or 11, wherein the cationic deposition polymer has a weight average molecular weight of 500,000 Daltons to 2,000,000 Daltons.

[0084] 13. The personal care composition of any one of items 1-12, wherein the composition contains less than 3% added salt.

[0085] 14. The personal care composition according to any one of items 1 to 13, wherein the personal care composition is a shampoo.

[0086] 15. The personal care composition of any one of items 1 to 14, wherein the personal care composition is substantially free of sulfates.

[0087] 16. The personal care composition of any one of items 1 to 15, wherein the personal care composition is substantially free of silicones.

[0088] 17. Antidandruff agents include pyridinethione salts, zinc pyrithione, azoles, selenium sulfide, particulate sulfur, coal tar, sulfur, Whitfield's ointment, Castellani liniment, aluminum chloride, gentian violet, piroctone olamine, ciclopirox olamine, undecylenic acid and its metal salts, potassium permanganate, selenium sulfide, etc. 17. The personal care composition according to any one of items 1 to 16, wherein the active ingredient is selected from the group consisting of sulphide, sodium thiosulfate, propylene glycol, orange peel oil, urea preparations, griseofulvin, 8-hydroxyquinoline ciloquinol, thiobendazole, thiocarbamate, haloprogin, polyenes, hydroxypyridones, morpholines, benzylamines, allylamines (such as terbinafine), tea tree oil, clove leaf oil, coriander, palmarosa, berberine, thyme red, cinnamon oil, cinnamaldehyde, citronellic acid, hinokitol, ichthyol pale, Sensiva SC-50, Elestab HP-100, azelaic acid, lyticase, iodopropynyl butylcarbamate (IPBC), isothiazarinones such as octylisothiazarinone, and azoles, azoxystrobin, and mixtures thereof.

[0089] 18. The personal care composition according to items 1 to 17, wherein the composition has a pH of about 5 to about 6.

[0090] 19. A method for treating dandruff, comprising: Identifying a target area of ​​hair and / or scalp exhibiting symptoms of dandruff; applying a personal care composition according to any one of paragraphs 1 to 18 to a target area of ​​the hair and / or scalp.

[0091] 20. A personal care composition comprising: a) water; b) sodium cocoyl alanine; c) a glyceryl ester selected from the group consisting of glyceryl caprylate, glyceryl caprate, and mixtures thereof; d) a cationic polymer; and e) sodium benzoate; f) citric acid; g) anti-dandruff actives; and h) sodium chloride; A personal care composition comprising: i) optionally a fragrance.

[0092] 21. A personal care composition comprising: a) about 7% to about 20% sodium cocoyl alanine; b) about 2.5% to about 10% glyceryl ester; c) about 0.1% to about 2.5% lauric acid; d) anti-dandruff agents; e) a liquid carrier, wherein the personal care composition is substantially free of sulfated surfactants.

[0093] Dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​recited. Instead, unless otherwise indicated, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm."

[0094] All documents cited herein, including any cross-referenced or related patents or patent applications, and any patent applications or patents to which this application claims priority or benefit, are incorporated herein by reference in their entirety, unless expressly stated to the contrary. The citation of any document shall not be deemed to be prior art to any invention disclosed or claimed herein, or to teach, suggest or disclose any such invention, either alone or in combination with any other reference(s). Furthermore, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition given to that term in this document shall govern.

[0095] While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims

[Claim 1] 1. A personal care composition comprising: a. Sodium cocoyl alanine, b. a glyceryl ester; c. an anti-dandruff agent; d. a liquid carrier, wherein the personal care composition is substantially free of sulfated surfactants.

Citation Information

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