EP3126010A1

EP3126010A1 - Cosmetic composition for lightening the skin

Info

Publication number: EP3126010A1
Application number: EP15721764.7A
Authority: EP
Inventors: Helena Cheminet
Original assignee: Arkema France SA
Current assignee: Arkema France SA
Priority date: 2014-03-31
Filing date: 2015-03-31
Publication date: 2017-02-08
Also published as: CN106456523A; FR3019040B1; KR101924705B1; KR20160132121A; US20170172910A1; WO2015150694A1; JP2017509663A; JP2019069956A; FR3019040A1

Abstract

The invention concerns a composition comprising: - a support comprising porous polyamide particles, having a specific surface area BET greater than or equal to 8 m²/g; - Glycyrrhiza glabra root extract as the active cosmetic substance impregnated on the support. The invention also concerns cosmetic products incorporating said composition, in particular for lightening the skin.

Description

COSMETIC COMPOSITION

FOR LIGHTENING THE SKIN

FIELD OF THE INVENTION

The present invention relates to a cosmetic composition for lightening the skin, its method of manufacture and its use.

TECHNICAL BACKGROUND

The reduction of brown spots in the skin due to sun or aging is an important goal of the cosmetics industry. Similarly, the tendency to lighten the skin, especially the face, is very present especially in Asia, Latin America and Africa.

Glabridin, the main component of the hydrophobic fraction of licorice root extracts (Glycyrrhiza glabra), is known for its lightening and depigmenting effects on the skin. Nevertheless, this substance is difficult to formulate in cosmetic products, in particular because of its solubility limited to certain alcoholic solvents.

WO 98/58628 relates to a cosmetic composition for lightening or whitening of the skin. The composition comprises a bleaching agent, an exfoliant, a particulate adsorbent or absorbent vehicle for the exfoliant and a cosmetic base comprising a film-forming agent.

WO 2006/037665 discloses an anhydrous cosmetic composition comprising a pulverulent phase comprising polyamide particles, a fatty phase and at least one active compound sensitive to moisture. The intended uses are, for example, the care of oily skin or the whitening of the skin.

Furthermore, the applicant is aware of other documents disclosing combinations of particles and active compounds.

Thus, the document WO 96/21422 describes an anhydrous cosmetic composition comprising a polar active dermatological agent, a vehicle particulate adsorbent or absorbent for this agent, and a hydrophobic cosmetic base.

US 2002/0176843 discloses the use of polyamide particles as an anti-irritant, especially in compositions further comprising an irritant.

EP 1493433 discloses porous particles loaded with cosmetic or pharmaceutical active compounds.

Document FR 2944443 describes a process for producing polyamide-based loose powder particles comprising a cosmetic or pharmaceutical agent.

There is a need to provide various novel cosmetic compositions for lightening human skin and reducing brown spots or age spots on human skin, and to facilitate the manufacture of such compositions.

SUMMARY OF THE INVENTION

The invention firstly relates to a composition comprising:

a support comprising porous polyamide particles having a BET specific surface area greater than or equal to 8 m ² / g;

- Root extract of Glycyrrhiza glabra as an active cosmetic substance impregnated on the support.

According to one embodiment of the invention, the composition is in powder form, preferably in the form of unaggregated or agglomerated powder.

According to one embodiment of the invention, the Glycyrrhiza glabra root extract is combined with a solvent, the solvent preferably being an alcohol and more preferably butylene glycol.

According to one embodiment of the invention, the composition comprises from 50 to 90% by weight of polyamide particles and from 10 to 50% by weight of active mixture, preferably from 70 to 80% by weight of polyamide particles and from 20 to 30% by weight of active mixture, relative to the total weight of the composition.

According to one embodiment, the polyamide of the particles comprises units of polyamide 12, preferably comprises a molar content of polyamide units 12 of 50 to 100%, more particularly preferably of 80 to 100%; the polyamide particles being preferably selected from particles of polyamide 12, copolyamide 6/12, copolyamide 8/12, copolyamide 10/12 and mixtures thereof.

According to one embodiment, the polyamide particles are obtained by anionic polymerization, optionally by seeding with a mineral or organic filler, lactams and / or lactones in solution and / or suspended in an organic liquid.

According to one embodiment, the polyamide particles having an average volume diameter Dv50 of between 3 and 15 μιτι, preferably between 5 and 12 m.

According to another embodiment of the invention, the specific surface area

BET of the support is chosen in the range from 8 to 30 m ² / g, preferably from 8 to 20 m ² / g and for example from 9 m ² / g to 16 m ² / g.

The invention also relates to a cosmetic product comprising the composition according to above in combination with one or more cosmetically acceptable vehicles, additives and / or other active substances.

According to one embodiment, the cosmetic product is in the form of a lotion, cream, gel, loose powder, pressed powder or stick.

The invention also relates to the use of the above composition or the above cosmetic product for lightening the skin, reducing age spots or brown spots on the skin and / or depigmentation of the skin. .

The invention also relates to a process for preparing the composition according to the invention, comprising:

- adding dropwise or by spraying an active mixture in the liquid state comprising extract of Glycyrrhiza glabra root to the polyamide particles;

stopping the addition of active mixture before the polyamide particles begin to agglomerate; and

maintaining agitation, preferably for a period of at least 5 minutes.

The present invention makes it possible to meet the need expressed above. In particular, it provides cosmetic products for lightening the skin and reducing brown spots or age spots on the skin, the manufacture of which is simplified.

This is accomplished through the combination of the root extract of

Glycyrrhiza glabra as active substance with a porous polyamide powder with a relatively high specific surface area. These two elements are combined in the form of a composition which can then be be formulated easily in various cosmetic products. It is a ready-to-use composition that does not require any prior solubilization.

The root extract of Glycyrrhiza glabra contains in particular glabridin as the main component of its hydrophobic moiety, which is an active compound which is particularly advantageous for the desired effects.

Thus, the invention offers a time saving and simplification for the formulation of emulsion-type products, and provides a new technical solution for anhydrous products such as pressed powders, free powders, cast products or sticks.

In some embodiments, the diffusion of glabridin into the stratum corneum of the skin and / or the efficacy of glabridin in skin lightening or spot reduction is enhanced by the invention. DESCRIPTION OF EMBODIMENTS OF THE INVENTION

The invention is now described in more detail and without limitation in the description which follows.

Proportions, percentages or ratios, unless otherwise specified, are by mass.

The invention provides a composition comprising porous polyamide particles as a carrier and Glycyrrhiza glabra root extract as an active cosmetic substance impregnated on the carrier.

The porosity of the particles is characterized by the specific surface area (also called SSA). The porous particles of the invention have an SSA measured according to the BET method greater than or equal to 8 m ² / g. The BET method (BRUNAUER-EMMET-TELLER) is a method known to those skilled in the art. It is especially described in The Journal of the American Chemical Society, Vol. 60, page 309, February 1938, and corresponds to the international standard ISO 5794/1 (Appendix D). The specific surface area measured according to the BET method corresponds to the total surface area, that is to say it includes the surface formed by the pores.

The particles are advantageously in the form of loose powder particles, that is to say that they are not grouped together in the form of agglomerates or aggregates.

In the composition of the invention, the polyamide particles advantageously have an average volume diameter Dv50 ranging from 3 to 15 μιτι, and preferably from 5 to 12 μιτι. This average volume diameter can be measured according to the usual techniques for example using a Coulter Multisizer II granulometer according to ISO 13319. From the particle size distribution, it is possible to determine the average diameter as well as the particle size dispersion (standard deviation) which measures the tightening of the distribution, with a standard deviation between 1 and 3 μιτι, or often less than 2 μιτι. This range of particle size associated with the porosity of the particles allows good penetration of the active agent into the stratum corneum of the epidermis, by slow diffusion.

Advantageously, the polyamide particles are spheroidal, that is to say in the form of a spheroid which means: solid approximately spherical.

The term "polyamide" used in the present application has a generic meaning, that is to say, it covers both homopolyamides, copolyamides, copolyesteramides and mixtures thereof.

The polyamides according to the invention correspond to the products of condensation of lactams, amino acids and / or diacids with diamines and, more generally, correspond to polymers formed by units linked together by amide groups.

The polyamides according to the invention may also be derived from the copolymerization of lactam (s) with one or more lactone (s) leading to copolyesteramides as described in patent EP 1 172396.

The term "monomer" in the present description of copolyamides should be understood as "repetitive unit". The case where a repeating unit of the polyamide consists of the combination of a diacid with a diamine is particular. It is considered that it is the combination of a diamine and a diacid, that is to say the diamine-diacid couple (in equimolar quantity), which corresponds to the monomer. This is explained by the fact that, individually, the diacid or the diamine is only a structural unit, which is not enough on its own to polymerize. In the case where the particles according to the invention comprise at least two different monomers, they form a copolymer such as a copolyamide or a copolyesteramide.

By way of example of lactams, mention may be made of those having from 3 to 12 carbon atoms on the main ring and which may be substituted. Examples that may be mentioned include β, β-dimethylpropriolactam, α, α-dimethylpropriolactam, amylolactam, caprolactam, capryllactam, oenantholactam, 2-pyrrolidone and lauryllactam.

As examples of diacid (or dicarboxylic acid), there may be mentioned acids having between 4 and 18 carbon atoms. Mention may be made, for example, of adipic acid, sebacic acid, azelaic acid and suberic acid. isophthalic acid, butanedioic acid, 1,4-cyclohexyldicarboxylic acid, terephthalic acid, sodium or lithium salt of sulphoisophthalic acid, dimerized fatty acids (these dimerized fatty acids have a content of at least 98% dimer and are preferably hydrogenated) and HOOC- (CH ₂ ) 10 -COOH dodecanedioic acid.

By way of example of diamines, mention may be made of aliphatic diamines having from 6 to 12 atoms. They can be aryl and / or cyclic saturated. By way of example, mention may be made of hexamethylenediamine, piperazine, tetramethylenediamine, octamethylenediamine, decamethylene diamine, dodecamethylenediamine, 1,5-diaminohexane, 2,2,4-trimethyl-1, 6-diamino-hexane, diamine polyols, isophorone diamine (IPD), methyl pentamethylenediamine (MPDM), bis (aminocyclohexyl) methane (BACM), bis (3-methyl-4-aminocyclohexyl) methane (BMACM) methaxylyenediamine, bis-p-aminocyclohexylmethane and trimethylhexamethylenediamine.

As an example of amino acids, there may be mentioned alpha-omega amino acids, such as aminocaproic acid, amino-7-heptanoic acid, amino-1 1 -undecanoic acid, n-heptyl-1 1 -aminoundecanoic acid and amino-12- dodecanoic.

As examples of lactones, there may be mentioned caprolactone, valerolactone and butyrolactone.

The monomers preferably used in the invention are chosen from lactams such as for example lauryllactam, caprolactam, oenantholactam, capryllactam or their mixtures. Preferably, lauryllactam is used alone or in admixture with caprolactam.

Preferably, the polyamide particles according to the invention comprise, before impregnation, a molar percentage content of polyamide 12 in the range from 50% to 100%, preferably from 80% to 100%.

According to one embodiment, the polyamide particles are polyamide 12 particles; or 6/12 copolyamide particles; or 8/12 copolyamide particles; or 10/12 copolyamide particles. Preferably, it is particles of polyamide 12 and / or copolyamide 6/12.

Preferably, said polyamide-based powder particles are obtained at least in part by anionic polymerization, optionally by seeding with a mineral or organic filler, lactam (s) and / or lactone (s) in solution and / or suspension in a liquid organic. For example, the processes described in EP 0192515 and FR 2910900 may be referred to. The polyamide particles may correspond to the powders marketed under the trademark Orgasol® by Arkema.

An interest in using polyamide particles which are made of polyamide

12 or contain mainly polyamide 12 units is the very high compatibility of this polymer with the constituents of the surface of the skin. The molecular structure of the polyamide 12 chains is in many ways similar to that of ceramides, cholesterol and fatty acids, the main constituents of the upper layers of the epidermis.

The polyamide 12 chains contain hydrocarbon units with 12 carbon atoms, forming lipophilic fatty chains, similar to those of the lipid constituents of the skin. They thus ensure a great compatibility with the skin: softness, absence of irritation, excellent persistence. Finally, the amide functions of the polyamide chains 12 are polar functions which establish hydrogen bonds with the amide functions of the ceramides of the skin, reinforce the compatibility between the particles of the invention and the surface of the skin and prolong the adhesion particles on the surface of the skin. This prolongs the contact between the charged particles of active agent and the surface of the skin and optimizes the effectiveness of the agent on the surface of the skin.

The extract of Glycyrrhiza glabra root (licorice) used in the invention contains in particular glabridin as active agent, that is to say the compound of the following formula:

The root extract of Glycyrrhiza glabra is provided in combination with a solvent, thus forming an "active mixture".

The solvent is preferably an alcohol, more preferably an alcohol of plant origin, and especially butylene glycol. Ethanol, ethylene glycol, propylene glycol and mixtures of different alcohols can also be used. The concentration by weight of Glycyrrhiza glabra root extract in the solvent may be, for example, from 0.1 to 20%, in particular from 0.5 to 12%, or from 1 to 10%, and for example from about 3 to 8%.

In the composition according to the invention, the mass proportion of polyamide particles may be from 50 to 90% and the mass proportion of active mixture may be from 10 to 50%; preferably, the mass proportion of polyamide particles may be 70 to 80% and the mass proportion of active mixture may be 20 to 30%.

Preferably, the mass proportion of glabridin in the composition according to the invention may be from 0.05 to 1%, and especially from 0.1 to 0.5%. Glabridin can be assayed by high performance liquid chromatography (HPLC).

The composition according to the invention may consist essentially, or even consist of, the polyamide particles and the active mixture described above. Alternatively, this composition may comprise various additives, such as pigments or preservatives.

This composition may also comprise one or more other active substances, in particular cosmetically active substances, such as, for example, other substances that promote the lightening of the skin or the reduction of skin spots. These active substances may in particular comprise kojic acid, ellagic acid, arbutin and its derivatives, hydroquinone, aminophenol derivatives, in particular N-cholesteryloxycarbonyl-para-aminophenol and N-ethyloxycarbonyl-para aminophenol, iminophenol derivatives, L-2-oxothiazolidine-4-carboxylic acid or procysteine, its salts and esters, calcium sulfonate D-pantheatin, arbutin and other derivatives of Glycyrrhiza glabra, ascorbic acid and its derivatives, especially ascorbyl glucoside, and plant extracts such as blackberry, skullcap and Bacopa monnieri extracts.

According to a particular embodiment, the above composition is devoid of fatty phase (such as in particular oils and / or waxes and more generally phase which is fat at the temperature of 25 ° C and which consists of compounds without surfactant properties at meaning of the McCutcheon and CTFA dictionaries).

The composition according to the invention may be manufactured by contacting the polyamide particles with the active mixture described above. In particular, we can proceed by: adding dropwise or by spraying the active mixture (in the liquid state) to the polyamide particles which are in free powder form, with stirring;

stopping the addition before the powder particles begin to agglomerate;

maintaining stirring for at least 5 minutes, preferably at least 20 minutes; then

- Recovery of the resulting free powder impregnated with the active mixture.

Document FR 2944443 provides examples of this type of process. Reference is made in particular (by analogy) to Example 1 of this document.

The composition according to the invention may be incorporated into a cosmetic product (or cosmetic composition), in particular of the lotion, cream, gel, water / oil emulsion or oil / water type (the oil being a silicone oil or not), loose powder , pressed powder (or compact powder), cast product (foundation, lipstick, etc.) or stick. The composition according to the invention may be incorporated in or mixed with a deodorant or antiperspirant product.

The cosmetic product may be an anticler product, or a product for makeup of the body and / or face, or a foundation or a product for the care of the face or body.

The cosmetic product may comprise, in addition to the composition according to the invention, one or more vehicles compatible with a cosmetic use, in particular of liquid type such as water, a hydroalcoholic solvent, one or more oils, or a combination thereof. . As an oil can be used a synthetic or natural oil, plant or animal origin. We can still include one or more waxes (synthetic or vegetable or animal).

It may also comprise one or more additional active substances (in particular cosmetically active substances). It may also include fillers, for example talc, cellulose, fluorphlogopite. It may also include additives such as thickeners (especially xanthan gum), surfactants, dyes, pigments, perfumes, preservatives, physical and chemical sunscreens, sequestering agents, moisturizers such as polyols, and especially the glycerin, pH adjusters (acids and / or bases), antioxidants. According to one embodiment, the cosmetic product is devoid of white pigments.

The cosmetic product may nevertheless include nanoparticles as a sunscreen.

The cosmetic product according to the invention can be manufactured conventionally, by simple mixing of the various compounds.

The composition according to the invention may for example be present in a mass proportion of 0.1 to 20% in the cosmetic product, preferably from 0.5 to 15%, more particularly preferably from 1 to 10%, especially from 2 to 8%, and for example from 3 to 5% approximately.

The composition according to the invention as well as the cosmetic products prepared from it can be used to obtain a uniform and radiant complexion, the lightening of the skin, the depigmentation of the skin, the reduction or prevention of brown spots or age spots on the skin.

Preferably, the composition according to the invention as well as the cosmetic products prepared therefrom offer a long-term remanence.

Preferably, glabridin is used in the invention so as to inhibit tyrosinase activity and / or inhibit superoxide anion production and / or inhibit cyclooxygenase activity.

The composition of the invention also provides an effect of "soft focus" (soft focus in English terminology) of the skin, an effect of absorption of sebum, a binding or compacting effect (in the case of a product under compact powder form) and has an improved sensory profile.

EXAMPLES

The following examples illustrate the invention without limiting it.

Example 1 - Cosmetic Product Formulations

A formulation A is prepared for a cosmetic cream, of the oil-in-water type, for lightening the skin, having the following mass composition:

- Water: 83.44%.

- Chlorophenesine: 0.28%.

- Xanthan gum: 0.2%. Hydroxyethyl acrylate and copolymer of acryloyl dimethyl taurate: 0.5%.

- Arachidyl alcohol and behenyl alcohol and arachidyl glucoside:

3.0%.

Caprylic / capric triglycerides: 5.0%.

Cyclohexasiloxane: 1.0%.

- Phenoxyethanol and ethylhexylglycerine: 0.5%.

- Antioxidant: 0.08%.

- Glycerin: 3.0%.

Composition according to the invention: 3.0%

A formulation B for a cosmetic stick for the reduction of brown spots of the skin, having the following mass composition:

Octyldodecanol: 21.1%.

- Jojoba Esters: 13.0%.

- Ozokerite: 2.0%.

- Cera alba: 8.9%.

Caprylic / capric triglycerides: 4.1%.

Isostearyl isostearate: 10.5%.

Tetraacrylate / pentaerythrityl caprate: 35.6%.

- Antioxidant: 0.05%.

Dimethicone / stearoyl disodium glutamate / aluminum hydroxide: 1.5%.

Synthetic fluororphlogopite, titanium dioxide: 0.25%.

Composition according to the invention: 3.0%

A formulation C is prepared for a pressed cosmetic powder for lightening the skin and smoothing imperfections, having the following mass composition:

Xyloside octyldodecyl: 5.0%.

Isostearyl isostearate: 3.0%.

- Talc: 44.7%.

Mica: 30.0%.

- Talc and stearoyl disodium glutamate / aluminum hydroxide:

5.0%.

- Cellulose: 5.0%.

- Salicylic acid: 0.2%.

- Pigments: 2.1%.

Composition according to the invention: 5.0% A formulation D is prepared for an alcoholic lotion for lightening the skin, intended to be applied after cleaning the skin and before any application of a cream:

-1,3-butylene glycol: 7.00%.

- Alcohol: 8.00%.

Hydrogenated castor oil PEG-40: 1.00%.

Cross-polymer-6 polyacrylate: 0.10%.

- Xanthan gum: 0.10%.

- Cellulose: 5.0%.

- disodium EDTA: 0.05%.

- Water: 79.15%

PEG / PPG-17/6 copolymer: 3.00%.

- Phenoxyethanol, methylisothiazolinone: 0.60%.

Composition according to the invention: 1.0%.

In the three previous formulations, the composition according to the invention is manufactured from particles of copolyamide 6/12 (75% by weight) and extract of Glycyrrhiza glabra root in butylene glycol (25%).

The particles have a mean diameter Dv50 of 10 μιτι.

The composition has a pH of 5 to 9, for example 7.5.

Example 2 - Efficacy tests

Formulation A of Example 1 is tested on subjects for the reduction of the visibility of the brown spots of the skin, in comparison with a control formulation A 'identical to the formulation A with the exception of the composition of the invention , which is replaced by 3% water.

The formulations were tested by daily application by volunteers, with the formulation A on one half of the face and the formulation A 'on the other half of the face as well as on the hands. The volunteers were twenty women with spots on their faces and hands.

The effectiveness in reducing the visibility of brown spots is evaluated in three different ways: by image analysis, by chromameter measurement, and by clinical evaluation. The assessment is performed at 28 days and 56 days after the start of treatment.

The results are summarized in the table below (in variation from the initial values at the beginning of the treatment): Formulation A Formulation A '

(invention) (witness)

Visibility of the spots determined by - 14.3% + 4.2% image analysis at 28 days

Visibility of the spots determined by - 18.8% + 3.2% 56-day image analysis

Stain intensity determined by + 17.8% - 1% chromameter at 28 days

Stain intensity determined by + 30% - 2.5% chromameter at 56 days

Subjects with pigmentation + 35% + 5% reduced to 28 days (clinical evaluation)

Subjects with pigmentation + 60% + 5% reduced to 56 days (clinical evaluation)

Concerning the evaluation of the intensity of the spots by chromameter, it should be specified that the indicated parameter is the angle ITA. A high value corresponds to a low spot intensity and vice versa.

Claims

Composition comprising:

The composition of claim 1 which is in powder form, preferably in the form of unaggregated or agglomerated powder.

The composition of claim 1 or 2, wherein the Glycyrrhiza glabra root extract is combined with a solvent, the solvent being preferably an alcohol and more preferably butylene glycol.

Composition according to one of claims 1 to 3, comprising from 50 to 90% by weight of polyamide particles and from 10 to 50% by weight of active mixture, preferably from 70 to 80% by weight of polyamide particles and 20 to 30% by weight of active mixture, relative to the total weight of the composition.

Composition according to one of Claims 1 to 4, in which the polyamide of the particles comprises units of polyamide 12, preferably comprises a molar content of polyamide units of 50 to 100%, more particularly preferably of 80 to 100%. % the polyamide particles being preferably chosen from the particles of polyamide 12, copolyamide 6/12, copolyamide 8/12, copolyamide 10/12 and mixtures thereof.

Composition according to one of Claims 1 to 5, in which the polyamide particles are obtained by anionic polymerization, optionally by seeding with a mineral or organic filler, lactams and / or lactones in solution and / or in suspension in an organic liquid.

Composition according to one of claims 1 to 6, wherein the polyamide particles have an average volume diameter Dv50 ranging from 3 to 15 μιτι, preferably from 5 to 12 μιτι.

Composition according to one of Claims 1 to 7, in which the polyamide particles have a BET specific surface area in the range of 8 to 30 m ² / g, preferably 8 to 20 m ² / g, more particularly preferred from 9 to 16 m ² / g.

Cosmetic product comprising the composition according to one of Claims 1 to 8, in combination with one or more cosmetically acceptable vehicles, additives and / or other active substances.

Cosmetic product according to claim 9, which is in the form of lotion, cream, gel, loose powder, pressed powder or stick.

Use of the composition according to one of Claims 1 to 8 or the cosmetic product according to Claim 9 or 10 for lightening the skin, reducing age spots or brown spots on the skin and / or depigmentation of the skin. the skin.

Process for the preparation of the composition according to one of Claims 1 to 8, comprising:

maintaining agitation, preferably for a period of at least 5 minutes.