Cosmetic composition comprising nicotinamide, ginger root extract, carboxylic acid acrylic polymer, active agent for combating hair loss and / or anti-dandruff active agent

Through the combination of ingredients such as nicotinamide, ginger root extract and associative carboxylic acid acrylic polymer, the problems of greasy, sticky and powdery effects of cosmetic compositions during use are solved, keratin fiber is enhanced, hair growth is promoted and dandruff is reduced, and the effect of beauty treatment and user experience is improved.

CN120359017APending Publication Date: 2025-07-22LOREAL SA
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Patent Information

Application Number
CN202380086214.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-12-16
Filing Date
2023-12-13
Publication Date
2025-07-22

AI Technical Summary

Technical Problem

During use, existing cosmetic compositions are prone to cause sticky, greasy and powdery effects, affecting the user experience, and are difficult to persist in long-term use, resulting in poor hair loss and regeneration treatment effects.

Method used

A combination of nicotinamide, ginger root extract, associative carboxylic acid acrylic polymer, active agents for fighting hair loss and anti-dandruff active agents is used to form a gel-like texture that avoids runny and powdery effects while providing improved application quality and beauty effects.

Benefits of technology

It achieves no greasy and sticky during use, avoids powdery effects, enhances keratin fiber, promotes hair growth and reduces dandruff, and improves user experience and hair regeneration effects.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention relates to a cosmetic composition comprising nicotinamide, a ginger root extract, at least one carboxylic acid acrylic polymer, at least one active agent for combating hair loss and / or at least one anti-dandruff active agent. The invention also relates to a method for the cosmetic treatment of human keratin materials, such as the skin, in particular the human scalp, hair and / or eyelashes, comprising at least the application of a cosmetic composition according to the invention. The invention also relates to the use of said cosmetic composition for treating loss of keratin fibres and / or promoting regeneration of keratin fibres. The invention also relates to the use of said cosmetic composition for the cosmetic treatment of dandruff.
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Description

[0001] The present invention relates to a cosmetic composition comprising niacinamide, ginger root extract, at least one carboxylic acid acrylic polymer, at least one active agent for combating hair loss and / or at least one anti-dandruff active agent.

[0002] The present invention also relates to a method for the cosmetic treatment of human keratin materials such as the skin, in particular the human scalp, hair and / or eyelashes, said method comprising at least the application of a cosmetic composition according to the invention.

[0003] The present invention also relates to the use of said cosmetic composition for treating the loss of keratin fibers and / or promoting the regeneration of keratin fibers.

[0004] The present invention also relates to the use of said cosmetic composition for the cosmetic treatment of dandruff.

[0005] The present invention relates to the field of cosmetic treatment of human keratin materials, in particular human keratin fibers such as human hair, eyebrows, eyelashes and / or body hair, especially beard, moustache and pubic hair, and the skin (especially the scalp) and skin areas (especially bald or non-bald areas, preferably bald areas) covering such keratin fibers as mentioned above. More particularly, the present invention relates to the cosmetic treatment of human hair and / or eyelashes and / or skin, preferably hair and / or scalp.

[0006] The growth and renewal of human hair are mainly determined by the activity of hair follicles and their dermal-epidermal environment. Their activity is cyclical and basically includes three phases, namely the anagen phase, the catagen phase and the telogen phase.

[0007] The anagen phase (corresponding to the active or growth phase), which lasts for several years and during which the hair grows longer, is followed by a very short and transient catagen phase that lasts for several weeks. During this phase, the hair strands undergo changes, the hair follicles atrophy, and their dermal implantation position appears to move increasingly upwards.

[0008] The final stage, which lasts for several months, corresponds to a resting phase called the telogen phase. At the end of this resting phase, the hair strands fall out and are replaced by new hair follicles in the anagen phase, thus starting another hair cycle.

[0009] Thus, the hair is constantly renewed, and among the approximately 150,000 hair strands that make up a full head of hair, at any given time approximately 10% of them are in a dormant state and will therefore be replaced in the next few months.

[0010] Hair loss refers to the accelerated loss of hair, eyelashes, eyebrows, and / or body hair on any part of the body. It usually occurs in individuals with a genetic predisposition and mainly affects men. This is known as androgenetical alopecia, androgenic alopecia, or even androgeno-genetic alopecia.

[0011] Hair loss is essentially due to a disorder in hair renewal, which initially leads to an accelerated frequency of the cycle at the expense of hair quality and then its quantity. This results in a gradual impoverishment of hair by the regression of "terminal" hair to the vellus stage. Certain areas are preferentially affected: especially in men, the temporal or frontal lobes and also the upper occipital lobe, while in women, diffuse hair loss on the crown is visible.

[0012] Other causes can lead to severe temporary or permanent hair loss. These causes may include hair loss and damage after pregnancy (or postpartum), hair loss and damage during malnutrition or dietary imbalance, or even weakness or hormonal dysfunction (such as may occur during or after menopause). It can also be a case of hair loss or damage related to seasonal phenomena.

[0013] Hair loss can also affect eyelashes, eyebrows, and / or body hair on any part of the human body and can cause aesthetic dissatisfaction, just as hair loss affects one or more areas of the scalp.

[0014] Therefore, people prone to hair loss increasingly turn to cosmetic treatments that enable them to eliminate and / or reduce the effects of hair loss and, in particular, reduce or delay the loss of hair, eyelashes, and / or body hair, as well as induce or stimulate their growth.

[0015] Such treatments typically involve daily application of a cosmetic composition containing one or more agents for combating hair loss and / or promoting hair regeneration to various areas of the body affected by hair loss, especially to areas of the scalp affected by hair loss (such as the temporal or frontal lobes in men) or areas of the body without hair (especially on the face, particularly the beard, mustache, and / or eyebrows).

[0016] For this purpose, mention may be made in particular of agents such as minoxidil, finasteride, unoxidil, or stemoxydine as agents capable of reducing the loss of keratin fibers and / or promoting the regeneration of keratin fibers.

[0017] The duration of these treatments generally ranges from a few weeks to several months and can even last for several years, and their long-term efficacy often depends on the user's consistent and regular application of the cosmetic composition to the area to be treated (which can be large or small).

[0018] Treatments with agents that can reduce hair, eyelash, and / or body hair loss and / or promote hair, eyelash, and / or body hair regrowth can last for several weeks in particular, and then the desired effects (especially curbing hair loss) can start to be seen.

[0019] These agents must be used daily to achieve significant efficacy.

[0020] However, these compositions still often have many application drawbacks, which can have an adverse effect on the beauty treatments to be followed, and in particular may lead to more or less rapid abandonment of the treatment, and thus to poor results in terms of limiting or even eliminating hair loss.

[0021] Specifically, many compositions contain gelling agents to prevent the composition from flowing onto the face, into the eyes, or down the nape of the neck. However, the use of gelling agents (especially in the case of daily use) can cause aggregation of the keratin fibers, giving the whole head of hair a sticky effect that is unacceptable to consumers.

[0022] To improve the efficacy of these agents, it may be necessary to increase the amount of the active agent, which may lead to difficulty in dissolving the active agent and to the formation of visible powder on the keratin fibers and the scalp during use. This powdery effect is also unacceptable to consumers. Lotions for combating hair loss must be used daily to achieve significant efficacy. Some consumers wash their hair every day, in which case the product previously applied to the scalp is removed. Most consumers do not wash their hair every day, and thus the product applied the next day is added to the product applied on the first day. This is called the cumulative effect. In the case of such repeated application without washing the scalp, the powder may appear from the first day, usually on the second day. The appearance of this powder is caused by the precipitation of solid compounds in the formulation when the solvent evaporates.

[0023] Therefore, the insufficient application quality of these compositions may, in the long term, prevent the user from consistently following the beauty treatments for combating hair loss and / or promoting hair regrowth, especially when the efficacy of these treatments is mainly related to the daily and regular application of the previously described compositions to the area to be treated for several weeks or even months.

[0024] In other words, the lack of regularity or the too rapid abandonment of the treatment generally leads to poor results in terms of the efficacy of combating hair loss and / or promoting hair regrowth, and thus to consumer dissatisfaction. This further exacerbates the disappointment of consumers who do not have the time to observe the long-term progress and / or efficacy of these treatments.

[0025] Therefore, there is indeed a need to overcome the aforementioned drawbacks, in particular by using a composition as follows, which is capable of treating, in a cosmetic and effective manner, the loss of human keratin fibers such as human hair, body hair and / or eyelashes, and / or promoting their regrowth, which composition has improved application quality, while in particular providing a satisfactory visual effect, in particular without a greasy or sticky effect and without residues. The composition must also allow repeated application, i.e. allow the composition to be used daily.

[0026] This object is achieved by the present invention, a subject of the present invention being in particular a cosmetic composition comprising:

[0027] i) niacinamide,

[0028] ii) ginger root extract,

[0029] iii) one or more carboxylic acid acrylic polymers,

[0030] iv) one or more active agents for combating hair loss and / or one or more anti-dandruff active agents,

[0031] v) optionally one or more hydroxylated compounds having a melting point below 25 °C at atmospheric pressure (1.013×10 5 Pa) (for example they are liquid at 25 °C and atmospheric pressure) and a boiling point greater than or equal to 170 °C, these hydroxylated compounds being preferably selected from hydroxylated compounds consisting of C2-C8 hydrocarbon chains optionally interrupted by oxygen atoms and containing one or two free hydroxyl groups (-OH) carried by different carbon atoms.

[0032] The cosmetic composition according to the invention allows to obtain a gel-like texture, thus preventing dripping, without producing a greasy or sticky effect on the fibers.

[0033] The cosmetic composition of the invention does not transfer the product to the fingers during application or during the day. Thus, the fingers are not greasy or sticky when using the composition.

[0034] The cosmetic composition according to the invention also has improved application quality by avoiding the production of a powdery effect and / or aggregation on the keratin fibers (especially in the case of repeated applications required for frequent use).

[0035] In terms of its efficacy in combating the loss of keratin fibers and / or promoting the regeneration of keratin fibers and / or combating dandruff, the cosmetic composition according to the invention is also entirely satisfactory. The composition also has beneficial effects on increasing the diameter of keratin fibers and strengthening the fibers against breakage.

[0036] Furthermore, the composition according to the invention imparts good cosmetic properties (especially conditioning properties) to keratin fibers, particularly in terms of shine, softness, detangling and smoothness.

[0037] The invention also relates to a method for the cosmetic treatment of human keratin materials, such as the skin, especially the human scalp, hair and / or eyelashes, which method comprises at least the application of a cosmetic composition according to the invention.

[0038] The invention also relates to the use of said cosmetic composition for treating the loss of keratin fibers and / or promoting the regeneration of keratin fibers and / or for treating dandruff in a cosmetic manner.

[0039] The term "treatment of dandruff" means a cosmetic treatment of dandruff, especially delaying or preventing its appearance.

[0040] The invention also relates to the use of said cosmetic composition for increasing the diameter of keratin fibers and / or for strengthening keratin fibers against breakage.

[0041] Other subjects, features, aspects and advantages of the invention will become even clearer after reading the following description and examples.

[0042] In the text below, unless otherwise indicated, the limits of the value ranges are included in the range, especially in the expressions "between... and" and "ranging from... to...".

[0043] Furthermore, the expression "at least one / species" used in this specification is equivalent to the expression "one / species or more / more species".

[0044] i) Niacinamide

[0045] The cosmetic composition according to the invention contains nicotinamide (3-pyridinecarboxamide).

[0046] Nicotinamide is also known as niacinamide.

[0047] Preferably, the total content of nicotinamide ranges from 1% to 5% by weight, preferably from 1.5% to 4.5% by weight and still better from 2% to 4% by weight relative to the total weight of the composition.

[0048] ii) Ginger Root Extract

[0049] The cosmetic composition according to the invention further comprises ginger root extract (INCI name: Zingiber officinale root extract).

[0050] The ginger root extract may be in crushed, powdered or liquid form, preferably in liquid form.

[0051] The ginger root extract can in particular be obtained by supercritical CO2 extraction from ginger root fragments (such as ginger root powder).

[0052] The total content of the ginger root extract preferably ranges from 0.02% to 0.5% by weight, more preferably from 0.03% to 0.3% by weight, still better from 0.05% to 0.2% by weight, relative to the total weight of the composition.

[0053] iii) Carboxylic Acid Acrylic Polymer

[0054] The cosmetic composition according to the invention further comprises one or more carboxylic acid acrylic polymers.

[0055] The carboxylic acid acrylic polymers may be selected from associative and non-associative polymers and mixtures thereof, preferably from associative polymers. Thus, preferably, the cosmetic composition according to the invention further comprises one or more associative carboxylic acid acrylic polymers.

[0056] For the purposes of the present invention, the term "acrylic polymer" means a polymer comprising at least one unit derived from an α,β-monoethylenically unsaturated carboxylic acid monomer, its derivatives and / or its salts, preferably selected from acrylic acid, methacrylic acid, its derivatives and / or its salts.

[0057] It should be understood that an "associative polymer" is a polymer capable of reversibly associating with each other or with other molecules in an aqueous medium.

[0058] Their chemical structure more particularly comprises at least one hydrophilic region and at least one hydrophobic region.

[0059] The term "hydrophobic group" means a group or polymer having a saturated or unsaturated, straight-chain or branched hydrocarbon chain, containing at least 10 carbon atoms, preferably 10 to 30 carbon atoms, particularly 12 to 30 carbon atoms, and more preferably 18 to 30 carbon atoms.

[0060] Preferably, the hydrocarbon group is derived from a monofunctional compound. For example, the hydrophobic group may be derived from a fatty alcohol such as stearyl alcohol, dodecanol, decanol or docosanol. It may also denote a hydrocarbon polymer, such as polybutadiene.

[0061] Among the associative carboxylic acid acrylic polymers that can be used in the present invention, mention may notably be made of:

[0062] -(a) Those containing at least one hydrophilic unit and at least one aliphatic chain allyl ether unit, more particularly those whose hydrophilic unit is composed of an ethylenically unsaturated anionic monomer, even more particularly of a vinyl carboxylic acid and most particularly of acrylic acid or methacrylic acid or a mixture thereof.

[0063] Among these polymers, those particularly preferred according to the present invention are polymers formed from 20% to 60% by weight of acrylic acid and / or methacrylic acid, 5% to 60% by weight of lower alkyl (meth)acrylates, 2% to 50% by weight of aliphatic chain allyl ethers and 0% to 1% by weight of a crosslinking agent, which is a well-known copolymerizable unsaturated polyethylenically unsaturated monomer such as diallyl phthalate, allyl (meth)acrylate, divinylbenzene, (poly)ethylene glycol dimethacrylate or methylenebisacrylamide.

[0064] Among the latter polymers, those most particularly preferred are crosslinked terpolymers of methacrylic acid, ethyl acrylate and polyethylene glycol (10 EO) stearyl ether (steareth-10), in particular those sold by Ciba under the names Salcare SC and Salcare SC which are 30% aqueous emulsions of a crosslinked terpolymer of methacrylic acid, ethyl acrylate and stearyl ether-10 allyl ether (40 / 50 / 10);

[0065] -(b) Those containing i) at least one hydrophilic unit of the unsaturated olefinic carboxylic acid type and ii) at least one hydrophobic unit of the type such as (C 10 -C 30 ) alkyl esters of unsaturated carboxylic acids, etc.

[0066] The (C 10 -C 30 ) alkyl esters of unsaturated carboxylic acids usable in the present invention include, for example, lauryl acrylate, stearyl acrylate, decyl acrylate, isodecyl acrylate, dodecyl acrylate and docosyl acrylate, and the corresponding methacrylates, lauryl methacrylate, stearyl methacrylate, decyl methacrylate, isodecyl methacrylate, dodecyl methacrylate and docosyl methacrylate.

[0067] For example, polymers of this type are described and prepared according to patents US 3 915 921 and US 4 509 949.

[0068] Among polymers of this type, those to be used more particularly are those formed from 60% to 95% by weight of acrylic acid (hydrophilic unit), 4% to 40% by weight of acrylic acid C10 -C 30 Those composed of alkyl esters (hydrophobic units) and 0% to 6% by weight of crosslinked polymerizable monomers, or alternatively composed of 96% to 98% by weight of acrylic acid (hydrophilic unit), 1% to 4% by weight of acrylic acid C 10 -C 30 alkyl esters (hydrophobic units) and 0.1% to 0.6% by weight of crosslinked polymerizable monomers, such as those previously described.

[0069] Among the polymers described above, the most particularly preferred polymers according to the present invention are those sold by Goodrich under the trade name Pemulen Pemulen Carbopol and even more preferably Pemulen products sold, and products sold by SEPPIC under the name Coatex products sold.

[0070] Also mentionable is the acrylic acid / lauryl methacrylate / vinylpyrrolidone terpolymer sold by ISP under the name Acrylidone LM.

[0071] -(c) Acrylic acid terpolymers, which comprise:

[0072] i) Approximately 20% to 70% by weight of α,β-monoethylenically unsaturated carboxylic acid [A],

[0073] ii) Approximately 20% to 80% by weight of α,β-monoethylenically unsaturated non-surfactant monomers in addition to [A],

[0074] iii) Approximately 0.5% to 60% by weight of nonionic mono-carbamate, which is the reaction product of a mono-surfactant and a monoethylenically unsaturated monoisocyanate,

[0075] such as those described in patent application EP-A-0 173 109, and more particularly the terpolymer described in Example 3, namely the methacrylic acid / methyl acrylate / behenyl dimethyl-m-isopropenylbenzyl isocyanate ethoxylated (40 EO) terpolymer, as a 25% aqueous dispersion.

[0076] -(d) Copolymers, which include among their monomers α,β-monoethylenically unsaturated carboxylic acids and esters of α,β-monoethylenically unsaturated carboxylic acids and oxyalkyleneated fatty alcohols.

[0077] Preferably, these compounds also contain as monomers esters of α,β-monoethylenically unsaturated carboxylic acids and C1-C4 alcohols.

[0078] An example of a compound of this type may be mentioned which is manufactured by Rohm and Haas Company ( Aculyn sold by &Haas It is a methacrylic acid / ethyl acrylate / oxyalkylened methacrylate stearate terpolymer; and also Aculyn 88, also sold by Rohm and Haas. Mention may also be made of the Novethix L-10 polymer sold by Lubrizol, which has the INCI name Acrylates / Beheneth-25 Methacrylate Copolymer.

[0079] Preferably, the carboxylic acid acrylic polymer is chosen from associative carboxylic acid acrylic polymers, more preferably from copolymers which comprise among their monomers an α,β-monoethylenically unsaturated carboxylic acid and an ester of an α,β-monoethylenically unsaturated carboxylic acid and an oxyalkylened fatty alcohol, in particular an α,β-monoethylenically unsaturated carboxylic acid and an oxyalkylened, in particular oxyethyleneated, fatty alcohol. 10 -C 24 and preferably C 15 -C 24 More preferably, the carboxylic acid acrylic polymer is an acrylates / beheneth-25 methacrylate copolymer.

[0080] Preferably, the total content of carboxylic acid acrylic polymer ranges from 0.05% to 4% by weight, more preferably from 0.1% to 2% by weight, even more preferably from 0.2% to 1% by weight, and better still from 0.3% to 0.8% by weight relative to the total weight of the composition.

[0081] Preferably, the total content of associative carboxylic acid acrylic polymers ranges from 0.05% to 4% by weight, more preferably from 0.1% to 2% by weight, even more preferably from 0.2% to 1% by weight and better still from 0.3% to 0.8% by weight relative to the total weight of the composition.

[0082] iv) Active Agents for Combating Hair Loss and Anti-Dandruff Active Agents

[0083] The cosmetic composition according to the invention also comprises one or more active agents for combating hair loss and / or one or more anti-dandruff active agents. The active agents for combating hair loss and anti-dandruff active agents iv) are different from the compounds previously described.

[0084] Preferably, the cosmetic composition according to the invention comprises one or more active agents for combating hair loss.

[0085] Preferably, the cosmetic composition according to the invention comprises one or more anti-dandruff active agents.

[0086] Particularly preferably, the cosmetic composition according to the invention comprises one or more active agents for combating hair loss and one or more anti-dandruff active agents.

[0087] The term "agent for combating hair loss" means any compound that promotes the growth of keratin fibers and / or increases their density and / or limits their loss.

[0088] Preferably, the agent for combating hair loss is an agent for combating the loss of human keratin fibers such as human hair, body hair and / or eyelashes.

[0089] Preferably, the agent for combating hair loss is an agent for combating the loss of human hair and / or eyelashes, and more preferably hair.

[0090] Thus, the agent is more preferably an agent for promoting hair growth and / or increasing its density and / or limiting its loss.

[0091] The active agent for combating hair loss may be selected from the following compounds and also mixtures thereof:

[0092] (A) 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates;

[0093] 2,4-diaminopyrimidine 3-N-oxide (INCI name: diaminopyrimidine oxide) has the following formula:

[0094]

[0095] Among the organic or inorganic salts that can be used, mention may be made in particular of hydrochlorides, sulfates, citrates and acetates. As hydrates, mention may be made in particular of the monohydrate.

[0096] Preferably, the non-salified compound in the form of the monohydrate is used.

[0097] (B) 2,4-diamino-6-piperidinylpyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates.

[0098] 2,4-diamino-6-piperidinylpyrimidine 3-N-oxide (or minoxidil) corresponds to the following formula:

[0099]

[0100] (C) pyridine dicarboxylate and / or its salts;

[0101] The pyridine dicarboxylate corresponds to the following formula (I):

[0102]

[0103] wherein R1 and R2 independently of one another represent a hydrogen atom, a straight-chain or branched, saturated or unsaturated (especially an alkyl) C1-C18 aliphatic hydrocarbon group; or a C6-C18 aryl group; the aliphatic hydrocarbon group or aryl group is optionally substituted by one or more groups selected from OH, NH2, -OR, -OCOR and -NHR, wherein R represents a C1-C18 alkyl group; it is understood that at least one of the groups R1 and R2 is different from a hydrogen atom.

[0104] Preferably, the substituents COOR1 and COOR2 are at the 2-position and 3-position or 2-position and 4-position of the pyridine ring, respectively. Preferably, they are at the 2-position and 4-position.

[0105] Preferably, the compound corresponds to formula (Ia):

[0106]

[0107] wherein R1 and R2 independently of one another represent a hydrogen atom, a straight-chain or branched, saturated or unsaturated (especially an alkyl) C1-C18 aliphatic hydrocarbon group; or a C6-C18 aryl group; the aliphatic hydrocarbon group or aryl group is optionally substituted by one or more groups selected from OH, NH2, -OR, -OCOR and -NHR, wherein R represents a C1-C18 alkyl group, and at least one of the groups R1 and R2 is different from a hydrogen atom.

[0108] Preferably, in formula (I) and (Ia), the aliphatic hydrocarbon group, especially the C1-C18 alkyl group, is an aliphatic hydrocarbon group, especially a C1-C10 alkyl group, especially a C1-C6 alkyl group, such as methyl, ethyl, tert-butyl, isopropyl or hexyl. The aliphatic hydrocarbon group may also contain at least one carbon-carbon double bond or a carbon-carbon triple bond, for example, -CH=CH2, -CH2-CH=CH-CH3 or -CH2-C≡CH.

[0109] The aryl group may represent a phenyl group or a naphthyl group.

[0110] In particular, in formula (I) and (Ia), R1 and R2 independently of one another represent a hydrogen atom, a saturated aliphatic hydrocarbon group, especially a straight-chain or branched C1-C18, more preferably C1-C10, or even C1-C6 alkyl group, optionally substituted by an alkoxy group or an acyloxy group (OR or OCOR, wherein R represents a C1-C18 alkyl group), and at least one of the groups R1 and R2 is different from a hydrogen atom.

[0111] Preferably, R1 and R2 are the same.

[0112] Preferably, R1 and R2 are the same and represent a saturated and straight-chain C1-C18, preferably C1-C10, and even more preferably C1-C6 alkyl, and most particularly ethyl.

[0113] The following compounds of formula (I) may be mentioned in particular:

[0114] - Dimethyl pyridine-2,4-dicarboxylate,

[0115] - Dimethyl pyridine-2,3-dicarboxylate,

[0116] - Diethyl pyridine-2,4-dicarboxylate,

[0117] - Diethyl pyridine-2,3-dicarboxylate,

[0118] - Diethyl pyridine-2,5-dicarboxylate,

[0119] - Dimethyl pyridine-2,5-dicarboxylate,

[0120] - Diisopropyl pyridine-2,4-dicarboxylate,

[0121] - Bis(acetoxymethyl) pyridine-2,4-dicarboxylate (derivative of formula (I) such that R1 and R2 represent -CH2-O-COCH3).

[0122] According to the present invention, the term "salt of a compound of formula (I)" means an organic or inorganic salt of a compound of formula (I) which is physiologically acceptable. As inorganic salts, sodium or potassium salts and also zinc (Zn 2+ ), calcium (Ca 2+ ), copper (Cu 2+ ), iron (Fe 2+ ), strontium (Sr 2+ ), magnesium (Mg 2+) or manganese (Mn 2+ ) salts; hydroxides, carbonates and chlorides. As organic salts, mention may be made, for example, of triethanolamine, monoethanolamine, diethanolamine, cetylamine, N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine and tris(hydroxymethyl)aminomethane salts.

[0123] (D) O-acylated derivatives obtained by partial or complete esterification of vitamin F with glucose, nicotinic acid esters, menthol and its derivatives, in particular menthoxypropanediol, vitamins such as vitamin D, vitamin B12 analogues, panthenol, vitamin B8 and biotin (vitamin H) may also be mentioned as active agents which can be used for combating hair loss.

[0124] Preferably, the active agent for combating hair loss is selected from 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates; more preferably, the active agent for combating hair loss is 2,4-diaminopyrimidine 3-N-oxide in the form of the monohydrate.

[0125] When the active agent iv) for preventing hair loss is present in the cosmetic composition according to the invention, its total content preferably ranges from 0.05% to 8% by weight, more preferably from 0.1% to 5% by weight, even more preferably from 0.2% to 4% by weight, from 0.5% to 3% by weight, and still better from 1% to 2% by weight, relative to the total weight of the composition.

[0126] When 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates are present in the cosmetic composition according to the invention, its total content preferably ranges from 0.05% to 8% by weight, still better from 0.1% to 5% by weight, even still better from 0.2% to 4% by weight, still better from 0.5% to 3% by weight, and preferably from 1% to 2% by weight, relative to the total weight of the composition.

[0127] When 2,4-diaminopyrimidine 3-N-oxide and / or its hydrates (especially the monohydrate) are present in the cosmetic composition according to the invention, its content ranges from 0.05% to 8% by weight, still better from 0.1% to 5% by weight, even still better from 0.2% to 4% by weight, from 0.5% to 3% by weight, and preferably from 1% to 2% by weight, relative to the total weight of the composition.

[0128] The term "anti-dandruff active agent" means any compound that prevents or limits excessive visible flaking of the scalp.

[0129] The anti-dandruff active agent can be selected, individually or as a mixture, from the following compounds:

[0130] (A) 1-hydroxy-2-pyridone derivatives:

[0131] The 1-hydroxy-2-pyridone derivatives are preferably selected from compounds of formula (A1) or their salts:

[0132]

[0133] wherein:

[0134] -R1 represents a hydrogen atom; a straight-chain or branched alkyl group having 1 to 17 carbon atoms, especially C6-C12; a cycloalkyl group having 5 to 8 carbon atoms; a cycloalkyl-alkyl group, where the cycloalkyl group has 5 to 8 carbon atoms and the alkyl group has 1 to 4 carbon atoms; an aryl or aralkyl group, where the aryl group has 6 to 30 carbon atoms and the alkyl group has 1 to 4 carbon atoms; an aryl-alkenyl group, where the aryl group has 6 to 30 carbon atoms and the alkenyl group has 2 to 4 carbon atoms; the cycloalkyl and aryl groups as defined above may be substituted by one or more alkyl groups having 1 to 4 carbon atoms or one or more alkoxy groups having 1 to 4 carbon atoms;

[0135] -R2 represents a hydrogen atom; an alkyl group having 1 to 4 carbon atoms; an alkenyl group having 2 to 4 carbon atoms; a halogen atom or benzyl;

[0136] -R3 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a phenyl group; and

[0137] -R4 represents a hydrogen atom; an alkyl group having 1 to 4 carbon atoms; an alkenyl group having 2 to 4 carbon atoms; methoxymethyl; a halogen atom or benzyl.

[0138] Preferably, R2 = R4 = H.

[0139] Preferably, R3 = methyl.

[0140] Preferably, R1 is a C6-C12 branched alkyl group.

[0141] Among these compounds, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-(1H)-pyridone and 6-cyclohexyl-1-hydroxy-4-methyl-2-(1H)-pyridone are preferred.

[0142] Among the salts that can be used, mention may be made of salts of lower (C1-C4) alkanolamines such as ethanolamine and diethanolamine, amine or alkylamine salts, and also salts with inorganic cations such as ammonium salts and alkali metal salts or alkaline earth metal salts.

[0143] Most particularly preferred is the monoethanolamine salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (more commonly known as piroctone ethanolamine or octopirox).

[0144] (B) Ellagic acid and its derivatives:

[0145] Ellagic acid, or 2,3,7,8-tetrahydroxy-(1)-benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, is a well-known molecule in the plant kingdom. Reference can be made to the publication in the Merck Index, 20th edition (1996), No. 3588.

[0146] Ellagic acid has the following chemical formula:

[0147]

[0148] It contains four fused rings.

[0149] The ellagic acid ethers that can be used according to the present invention are preferably selected from mono-, di-, tri- or polyethers obtained by etherifying one or more hydroxyl groups (one of the four OH groups of ellagic acid) of ellagic acid into one or more groups OR, where R is selected from C2-C20 alkyl, polyoxyalkylene, and especially polyoxyethylene and / or polyoxypropylene, and groups derived from one or more monosaccharides or polysaccharides, such as groups having the following formula:

[0150]

[0151] In the case of diethers, triethers or polyethers of ellagic acid, the groups R as defined above can be the same or different.

[0152] Preferably, these ellagic acid ethers are selected from 3,4-di-O-methyl ellagic acid, 3,3'-4-tri-O-methyl ellagic acid and 3,3'-di-O-methyl ellagic acid.

[0153] The salts and / or ethers of ellagic acid that can be used according to the present invention are preferably selected from alkali metal salts or alkaline earth metal salts, such as sodium salts, potassium salts, calcium salts and magnesium salts, ammonium salts and amine salts (such as triethanolamine salts, monoethanolamine salts, arginine salts and lysine salts). Preferably, the salts and / or ethers of ellagic acid that can be used according to the present invention are selected from salts of alkali metals or alkaline earth metals, especially sodium salts, potassium salts, calcium salts or magnesium salts.

[0154] (C) Pyrithione and its derivatives:

[0155] Pyrithione is the compound 1-hydroxy-2(1H)-pyridinethione or 2-pyridinethiol 1-oxide.

[0156] The pyrithione salts that can be used in the context of the present invention are especially monovalent metal salts and divalent metal salts, such as sodium salts, calcium salts, magnesium salts, barium salts, strontium salts, zinc salts, cadmium salts, tin salts and zirconium salts. Divalent metal salts and especially zinc salts (zinc pyrithione) are particularly preferred.

[0157] (D) Selenium (poly)sulfides, among which selenium disulfide and those having the formula Sex S y polysulfide selenium, wherein x and y are numbers between 1 and 7 and such that x + y = 8. Selenium disulfide is in the form of a powder, the particles of which generally have a particle size of less than 200 μm, preferably less than 25 μm.

[0158] Preferably, the anti-dandruff active agent is selected from 1-hydroxy-2-pyridone derivatives of formula (A1) or salts thereof; more preferably, the anti-dandruff active agent is the monoethanolamine salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (more commonly known as piroctone olamine or olamine pyridone).

[0159] Preferably, the total content of the anti-dandruff active agent iv) ranges from 0.05% to 2% by weight, more preferably 0.1% to 1% by weight, even more preferably 0.1% to 0.5% by weight, relative to the total weight of the composition.

[0160] Preferably, the total content of piroctone olamine ranges from 0.05% to 2% by weight, more preferably 0.1% to 1% by weight, even more preferably 0.1% to 0.5% by weight, relative to the total weight of the composition.

[0161] Preferably, the cosmetic composition according to the invention further comprises one or more active agents for combating hair loss selected from 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic acid salts and / or its hydrates.

[0162] Preferably, the cosmetic composition according to the invention further comprises piroctone olamine as an anti-dandruff active agent.

[0163] Particularly preferably, the cosmetic composition according to the invention further comprises one or more anti-dandruff active agents selected from 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic acid salts and / or its hydrates and piroctone olamine as an anti-dandruff active agent.

[0164] v) Hydroxylated Compound

[0165] The cosmetic composition according to the invention may also optionally comprise one or more hydroxylated compounds v), which have a melting point below 25 °C at atmospheric pressure (1.013×10 5 Pa) (for example they are liquid at 25 °C and atmospheric pressure) and a boiling point greater than or equal to 170 °C.

[0166] Preferably, the hydroxylated compound v) consists of a C2-C8 hydrocarbon chain optionally interrupted by an oxygen atom and containing one or two free hydroxyl groups (-OH) carried by different carbon atoms.

[0167] These compounds can be cyclic or acyclic, straight-chain or branched-chain, saturated or unsaturated.

[0168] Preferably, the hydroxylated compound (v) is selected from straight-chain C2-C8, and even better C2-C6 diols or aromatic C6-C8, and even better C7-C8 monohydric alcohols and mixtures thereof. More preferably, the hydroxylated compound (v) is selected from straight-chain C2-C8 and even better C2-C6 diols.

[0169] Propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, 1,3-propanediol, benzyl alcohol, phenethyl alcohol (phenylethyl alcohol) and dipropylene glycol may be specifically mentioned, and even more preferably, the hydroxylated compound (v) is propylene glycol.

[0170] Preferably, when the hydroxylated compound (v) is present in the composition according to the invention, their total content is greater than or equal to 1% by weight, more preferably greater than or equal to 1.5% by weight, relative to the total weight of the composition.

[0171] Preferably, when the hydroxylated compound (v) is present in the composition according to the invention, their total content ranges from 1% to 15% by weight, even better from 1.5% to 10% by weight, more preferably from 2% to 8% by weight, even more preferably from 2.1% to 6% by weight, even better from 2.2% to 5% by weight, and even better from 2.3% to 4% by weight, relative to the total weight of the composition.

[0172] Preferably, when the hydroxylated compound (v) selected from straight-chain C2-C8 diols is present in the composition according to the invention, their total content is greater than or equal to 1% by weight, even better ranges from 1% to 15% by weight, preferably ranges from 1.5% to 10% by weight, more preferably from 2% to 8% by weight, even more preferably from 2.1% to 6% by weight, even better from 2.2% to 5% by weight, and even better from 2.3% to 4% by weight, relative to the total weight of the composition.

[0173] Preferably, when propylene glycol is present in the composition according to the invention, its total content ranges from 1% to 15% by weight, even better from 1.5% to 10% by weight, preferably from 2% to 8% by weight, even more preferably from 2.1% to 6% by weight, even better from 2.2% to 5% by weight, and even better from 2.3% to 4% by weight, relative to the total weight of the composition.

[0174] vi) Solvent

[0175] The composition according to the invention may optionally comprise one or more organic solvents in addition to the hydroxylated compounds v) described previously.

[0176] These organic solvents are preferably selected from C1-C5 monohydric alcohols, preferably C2-C4 monohydric alcohols. Particularly preferably, ethanol is used.

[0177] Preferably, the composition comprises one or more organic solvents in addition to the hydroxylated compounds v) described previously, preferably one or more C2-C4 monohydric alcohols, more preferably ethanol.

[0178] When an organic solvent in addition to the hydroxylated compound v) is present, its total content preferably ranges from 1% to 60% by weight, preferably 5% to 50% by weight, more preferably 10% to 40% by weight, even more preferably 20% to 35% by weight, relative to the total weight of the composition.

[0179] When the composition contains ethanol, the ethanol content preferably ranges from 1% to 60% by weight, preferably 5% to 50% by weight, more preferably 10% to 40% by weight, even more preferably 20% to 35% by weight, relative to the total weight of the composition.

[0180] The composition is preferably aqueous, and the water content can range from 10% to 90% by weight, preferably 20% to 80% by weight, and preferably 40% to 70% by weight, relative to the total weight of the composition.

[0181] Additive

[0182] The composition may also optionally comprise one or more additives in addition to the compounds described previously, such as those selected from: cationic, anionic, amphoteric or zwitterionic, nonionic surfactants and mixtures thereof, cationic, anionic, nonionic, amphoteric polymers or mixtures thereof, anti-seborrheic agents, vitamins and provitamins (including panthenol), sunscreens, chelating agents, plasticizers, solubilizers, acidifying agents, opacifiers or pearlescing agents, antioxidants, hydroxy acids, fragrances, preservatives and ceramides.

[0183] Needless to say, those skilled in the art will carefully select such optional additional compounds so that the advantageous properties inherently associated with the composition according to the invention are not or are not substantially adversely affected by the envisaged additives.

[0184] The amount of each of the above additives present can generally be between 0% and 20% by weight relative to the total weight of the composition.

[0185] Method

[0186] The present invention also relates to a method for the cosmetic treatment of human keratin materials such as skin, in particular the human scalp, hair and / or eyelashes, said method comprising at least the application of a cosmetic composition as defined above.

[0187] The composition according to the invention is preferably applied topically, in particular to the scalp and / or the hair.

[0188] After application of the composition, rinsing may or may not be carried out after a possible dwell time.

[0189] Preferably, no rinsing is carried out after application of the composition according to the invention.

[0190] Preferably, the cosmetic treatment method is a method for caring for the hair and / or the scalp.

[0191] The subject of the present invention is also the use of a cosmetic composition as defined above for treating loss of keratin fibres and / or promoting the regeneration of keratin fibres and / or for treating dandruff in a cosmetic manner.

[0192] The subject of the present invention is also the use of a cosmetic composition as defined above for increasing the diameter of keratin fibres and / or strengthening keratin fibres against breakage.

[0193] The following examples are intended to illustrate the invention, but are not restrictive in nature.

[0194] Examples

[0195] In the following examples, all amounts are given as mass percentages of active material (AM) relative to the total weight of the composition (unless otherwise indicated).

[0196] Example 1

[0197] A composition A according to the invention was prepared using the ingredients whose contents are specified in the following table (% AM):

[0198] [Table 1]

[0199]

[0200] Example 2

[0201] a) Composition

[0202] Compositions B (according to the invention) and B' (comparative) were prepared using the following ingredients, the contents of which are indicated in the following table:

[0203] [Table 2]

[0204]

[0205] b) Scheme

[0206] First, a lock (HT4 type 2) of 5.4 g (27 cm) of natural Caucasian hair was washed with DOP shampoo (1.5 g shampoo / lock).

[0207] Then the lock was wetted 10 times between two fingers under the faucet and then squeezed dry twice between two fingers, then combed with a wide-tooth comb (twice) and then with a fine-tooth comb (twice).

[0208] Then Composition B (according to the present invention) and B' (comparative) were applied by hand at a rate of 0.4 g / 5.4 g lock and spread over the entire lock. Then the lock was combed with a fine-tooth comb (once), and smoothed by hand, and then air-dried at room temperature.

[0209] c) Result

[0210] Three experts evaluated the visual greasiness and tackiness of the treated locks, as well as the deposit on the fingers (product transfer) under blind selection conditions:

[0211] - Visual greasiness: These fibers were shiny visually and stuck together,

[0212] - Tackiness: These fibers stuck together,

[0213] - Deposit on fingers: When the fingers were passed through the lock, there were residues on the fingers.

[0214] The locks treated with Composition B' (comparative) were more visually greasy and tacky than the locks treated with Composition B according to the present invention.

[0215] In addition, compared with the locks treated with Composition B according to the present invention, the locks treated with Composition B' (comparative) transferred more product to the fingers.

[0216] Therefore, the composition according to the present invention provides locks that are less greasy and less tacky and transfer less product to the fingers.

Claims

1. A cosmetic composition, the cosmetic composition comprising: i) niacinamide, ii) ginger root extract, iii) one or more carboxylic acid acrylic polymers, iv) one or more active agents for combating hair loss and / or one or more anti-dandruff active agents, v) Optionally, one or more hydroxylated compounds, said hydroxylated compounds having a melting point below 25 °C and a boiling point greater than or equal to 170 °C at atmospheric pressure (1.013×10 5 Pa), and these hydroxylated compounds are preferably selected from hydroxylated compounds consisting of C2-C8 hydrocarbon chains optionally inserted with oxygen atoms and containing one or two free hydroxyl groups (-OH) carried by different carbon atoms.

2. The composition according to claim 1, wherein The total content of niacinamide ranges from 1% to 5% by weight, preferably from 1.5% to 4.5% by weight and preferably from 2% to 4% by weight relative to the total weight of the composition.

3. The composition according to any one of the preceding claims, characterized in that, The total content of ginger root extract ranges from 0.02% to 0.5% by weight, preferably from 0.03% to 0.3% by weight and preferably from 0.05% to 0.2% by weight relative to the total weight of the composition.

4. The composition according to any one of the preceding claims, characterized in that, The carboxylic acid acrylic polymer is selected from associative carboxylic acid acrylic polymers, preferably from copolymers which include in their monomers α,β-monoethylenically unsaturated carboxylic acids and esters of α,β-monoethylenically unsaturated carboxylic acids and oxyalkyleneated fatty alcohols, especially esters of α,β-monoethylenically unsaturated carboxylic acids and oxyalkylenated, especially oxyethylenated C 10 -C 24 and also more preferably C 15 -C 24 esters of alcohols, especially those copolymers which also include esters of α,β-monoethylenically unsaturated carboxylic acids and C1-C4 alcohols as monomers; more preferably, the carboxylic acid acrylic polymer is an acrylate / behenyl polyether-25 methacrylate copolymer.

5. The composition according to any one of the preceding claims, characterized in that, The total content of carboxylic acid acrylic polymer ranges from 0.05% to 4% by weight, preferably from 0.1% to 2% by weight, more preferably from 0.2% to 1% by weight, and still better from 0.3% to 0.8% by weight relative to the total weight of the composition.

6. The composition according to any one of the preceding claims, characterized in that, The active agent iv) for combating hair loss is selected from 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates, 2,4-diamino-6-piperidinylpyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates, pyridine dicarboxylate and / or its salts, O-acylated derivatives obtained by partial or complete esterification of vitamin F with glucose, nicotinate, menthol and its derivatives and especially menthoxypropanediol, vitamins such as vitamin D, vitamin B12 analogs, panthenol, vitamin B8 and biotin (vitamin H), preferably selected from 2,4-diaminopyrimidine 3-N-oxide and / or its organic or inorganic salts and / or its hydrates; more preferably, the active agent for combating hair loss is 2,4-diaminopyrimidine 3-N-oxide in the form of monohydrate.

7. The composition according to any one of the preceding claims, characterized in that, The total content of the active agent iv) for combating hair loss ranges from 0.05% to 8% by weight, preferably from 0.1% to 5% by weight, more preferably from 0.2% to 4%, from 0.5% to 3%, and even preferably from 1% to 2% by weight relative to the total weight of the composition.

8. The composition according to any one of the preceding claims, characterized in that, The anti-dandruff active agent iv) is selected from 1-hydroxy-2-pyridone derivatives, ellagic acid and its derivatives, pyrithione and its derivatives, selenium (poly) sulfides and their mixtures, preferably selected from 1-hydroxy-2-pyridone derivatives and selenium (poly) sulfides and their mixtures, more preferably selected from 1-hydroxy-2-pyridone derivatives of formula (A1) or their salts: Wherein: - R1 represents a hydrogen atom; a straight-chain or branched alkyl group having 1 to 17 carbon atoms, especially a C6-C12 alkyl group; a cycloalkyl group having 5 to 8 carbon atoms; a cycloalkyl-alkyl group, wherein the cycloalkyl group has 5 to 8 carbon atoms and the alkyl group has 1 to 4 carbon atoms; an aryl or aralkyl group, wherein the aryl group has 6 to 30 carbon atoms and the alkyl group has 1 to 4 carbon atoms; an aryl-alkenyl group, wherein the aryl group has 6 to 30 carbon atoms and the alkenyl group has 2 to 4 carbon atoms; the cycloalkyl group and the aryl group as defined above may be substituted by one or more alkyl groups having 1 to 4 carbon atoms or one or more alkoxy groups having 1 to 4 carbon atoms; - R2 represents a hydrogen atom; an alkyl group having 1 to 4 carbon atoms; an alkenyl group having 2 to 4 carbon atoms; a halogen atom or a benzyl group; - R3 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a phenyl group; and - R4 represents a hydrogen atom; an alkyl group having 1 to 4 carbon atoms; an alkenyl group having 2 to 4 carbon atoms; a methoxymethyl group; a halogen atom or a benzyl group.

9. The composition according to any one of the preceding claims, characterized in that, The anti-dandruff active agent is the monoethanolamine salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone.

10. The composition according to any one of the preceding claims, characterized in that, The total content of the anti-dandruff active agent iv) ranges from 0.05% to 2% by weight, preferably from 0.1% to 1% by weight, and more preferably from 0.1% to 0.5% by weight, relative to the total weight of the composition.

11. The composition according to any one of the preceding claims, characterized in that, The hydroxylated compound v) is selected from straight-chain C2-C8, even better C2-C6 diols or aromatic C6-C8, even better C7-C8 monohydric alcohols and mixtures thereof, more preferably selected from straight-chain C2-C8, even better C2-C6 diols, even more preferably selected from propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, 1,3-propanediol, benzyl alcohol, phenethyl alcohol (phenyl ethyl alcohol) and dipropylene glycol, and even better the hydroxylated compound v) is propylene glycol.

12. The composition according to any one of the preceding claims, characterized in that, The total content of the hydroxylated compound v) is greater than or equal to 1% by weight, preferably greater than or equal to 1.5% by weight, more preferably from 1% to 15% by weight, more preferably from 1.5% to 10% by weight, even more preferably from 2% to 8% by weight, even better from 2.1% to 6% by weight, even still better from 2.2% to 5% by weight, or even from 2.3% to 4% by weight, relative to the total weight of the composition.

13. The composition according to any one of the preceding claims, characterized in that, The composition further comprises one or more organic solvents other than the compound v), and the organic solvent is preferably selected from C1-C5 monohydric alcohols, preferably C2-C4 monohydric alcohols, more preferably ethanol.

14. A cosmetic method for treating human keratin materials, such as skin, especially the human scalp, hair and / or eyelashes, the cosmetic method comprising applying the composition as described in any one of the preceding claims to the keratin material.

15. Use of the composition as described in any one of claims 1 to 13 for treating loss of keratin fibers and / or promoting regeneration of keratin fibers and / or for treating dandruff in a cosmetic manner.

Citation Information

Patent Citations

  • Alkali soluble latex thickeners

    EP0173109A2

  • Unsaturated carboxylic acid-long chain alkyl ester copolymers and tri-polymers water thickening agents and emulsifiers

    US3915921A

  • Water thickening agents consisting of copolymers of crosslinked acrylic acids and esters

    US4509949A