Aqueous cosmetic composition with ascorbic acid and arginine

Incorporating arginine and/or its salts into aqueous cosmetic compositions with ascorbic acid addresses the color instability and degradation issues, maintaining stability and clarity, thus enhancing consumer appeal.

FR3143357B1Active Publication Date: 2025-09-19LOREAL SA
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Patent Information

Application Number
FR2022013757
Authority / Receiving Office
FR · FR
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-12-19
Publication Date
2025-09-19
Estimated Expiration
2042-12-19

AI Technical Summary

Technical Problem

Ascorbic acid destabilizes and changes color drastically when introduced into aqueous cosmetic compositions, leading to undesirable brown coloration and degradation, which is problematic for consumer acceptance and product stability.

Method used

Incorporating arginine and/or its salts into aqueous cosmetic compositions containing ascorbic acid stabilizes the color and reduces degradation, maintaining a clear and homogeneous appearance while minimizing gas release.

Benefits of technology

The composition remains stable with minimal color change and gas formation over time, ensuring a transparent, single-phase serum with improved chemical stability.

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Abstract

Aqueous cosmetic composition with ascorbic acid and arginine The present invention relates to a cosmetic composition comprising - at least 30% by weight, relative to the total weight of the composition, of water, - 9% by weight or less, relative to the total weight of the composition, of ascorbic acid, - 1.5% by weight or less, relative to the total weight of the composition, of a compound chosen from an arginine and / or one of its salts.
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Description

Title of the invention: Aqueous cosmetic composition with ascorbic acid and arginine

[0001] The present invention relates to an aqueous cosmetic composition, comprising ascorbic acid and an amino acid chosen from an arginine and / or one of its salts.

[0002] In cosmetic applications, it is common to add ascorbic acid (vitamin C) as a skin regenerating active ingredient thanks to its properties of stimulating the synthesis of collagen responsible for the firmness of the skin, or as a depigmenting agent, because this vitamin reduces the production of melanin responsible for brown spots. Ascorbic acid is also known for its antioxidant properties.

[0003] However, when ascorbic acid is introduced into an aqueous medium (such as emulsions or serums), its formulation is difficult to achieve, because it destabilizes and changes color drastically. This color change can go as far as a brown coloration, which is prohibitive for the consumer. In addition, the degradation of ascorbic acid can lead to the undesirable formation of carbon dioxide.

[0004] This is why aqueous compositions of the serum or solution type are found on the market, which include ascorbic acid in the form of powder to be solubilized extemporaneously. The disadvantage of this type of product is that vitamin C ends up degrading in the aqueous medium. These products are thus losing their appeal because consumers prefer, for reasons of practicality, serums without prior manipulation, with the guarantee of color stability and without chemical degradation.

[0005] There is therefore a need for an aqueous cosmetic composition comprising ascorbic acid which is stable, i.e. which remains the same color as originally (white or transparent in general) and of the same texture, and which does not degrade the active ingredient, and possibly which does not cause or causes little gas release (preferably carbon dioxide).

[0006] Surprisingly, the Applicant has demonstrated that the addition of a compound chosen from an arginine and / or one of its salts in compositions comprising ascorbic acid makes it possible to limit the degradation of the color of said compositions, over time and temperature, while maintaining the stability of the compositions obtained. This limitation of the degradation of the color is possibly coupled with a reduction in the production of gas.

[0007] Thus, the present invention relates to a cosmetic composition comprising

[0008] - at least 30% by weight, relative to the total weight of the composition, of water,

[0009]

[0010]

[0011]

[0012]

[0013]

[0014]

[0015]

[0016]

[0017]

[0018]

[0019]

[0020] - 9% by weight or less, relative to the total weight of the composition, of ascorbic acid, - 1.5% by weight or less, relative to the total weight of the composition, of a compound chosen from arginine and / or one of its salts. The composition according to the invention is stable. A composition is said to be stable when its macroscopic appearance (clarity and homogeneity) does not change after at least 1 month. In particular, the composition according to the invention has a clear and homogeneous appearance. For the purposes of the present invention, the term “clear” means a composition having a transparent appearance. For the purposes of the present invention, the term “homogeneous” means a composition consisting of a single phase, in other words monophasic. The invention also relates to a cosmetic process for caring for keratin materials, preferably the skin, comprising the application to said keratin materials of a composition according to the invention. Furthermore, the invention also relates to the use of said composition in the cosmetic field, in particular for the care of the skin of the body or face. For the purposes of the present invention, keratin materials mean skin. By "skin" we mean the skin of the face and / or body, the scalp. Ascorbic acid Ascorbic acid for the purposes of the invention preferably corresponds to L-ascorbic acid, or vitamin C. It has the structure of formula (I): [Chem.l]

[0021]

[0022]

[0023]

[0024] Preferably, the composition comprises from 0.2% to 9% by weight of ascorbic acid, relative to the total weight of the composition, preferably from 0.3% to 5% by weight, preferably from 0.5% to 4% by weight, more preferably from 0.8% to 1.5% by weight, advantageously from 0.8% to 1.2% by weight. Amino acid selected from an arginine and / or one of its salts The composition according to the invention comprises a compound chosen from an arginine and / or one of its salts, in particular one of its organic or mineral acid salts. The different forms of arginine include D-arginine, D,L-arginine and L-arginine. Examples of organic or mineral acid salts of arginine include hydrochlorides, glutamates, butyrates, and glycolates.

[0025] Preferably, the compound is chosen from arginine is chosen from D-arginine, D,L-arginine, L-arginine, and / or one of their salts chosen from organic or mineral acid salts of arginine such as hydrochlorides, glutamates, butyrates, and glycolates, preferably is chosen from L-arginine and / or one of its salts, and more particularly L-arginine.

[0026] Advantageously, the composition according to the invention comprises L-arginine.

[0027] For example, we can cite the product L Arginine® marketed by the company KYOWA HAKKO.

[0028] As shown in examples, surprisingly, the compositions according to the invention exhibit good chemical stability and acceptable color development after 1 month at 45°C thanks to the presence of a compound chosen from an arginine and / or one of its salts.

[0029] Preferably, the composition comprises from 0.2% to 9.5% by weight of compound chosen from an arginine and / or one of its salts relative to the total weight of the composition, preferably from 0.4% to 2% by weight, preferentially from 0.5% to 1.5%, more preferentially from 0.8% to 1% by weight.

[0030] Preferably, in the composition according to the invention, ascorbic acid and arginine and / or one of its salts are present in a mass ratio between ascorbic acid and arginine and / or one of its salts which ranges from 0.5 to 2, preferably from 0.5 to 1.5, preferentially from 0.8 to 1.2. pH of the composition

[0031] Preferably, the pH of the composition is between 5 and 7, preferably between 5.5 and 6.5, preferably 6.

[0032] Such a pH in fact limits the degradation of the color of ascorbic acid, and thus limits the transformation of a colorless composition into a composition which becomes yellow to brown over time. When the pH is strictly less than 5, arginine and / or one of its salts does not limit the degradation of the color of ascorbic acid. Aqueous phase

[0033] The composition according to the invention comprises water, which constitutes the aqueous phase.

[0034] The composition according to the invention comprises at least 30% by weight of water relative to to the total weight of the composition.

[0035] The water used may be sterile demineralized water and / or floral water such as rose water, cornflower water, chamomile water or linden water, and / or natural thermal or mineral water, such as for example: Vittel water, waters from Vichy basin, Uriage water, Roche Posay water, Bourboule water, Enghien-les-Bains water, Saint Gervais-les-Bains water, Néris-les-Bains water, Allevar-les-Bains water, Digne water, Maizières water, Neyrac-les-Bains water, Lons-le-Saunier water, Eaux Bonnes, Rochefort water, Saint Christau water, Fumades water and Tercis-les-Bains water, Avène water.

[0036] The composition preferably comprises from 30% to 99.65% by weight of water relative to the total weight of the composition, more preferably from 50% to 99%, even more preferably from 80% to 98.5% by weight, advantageously from 85% to 98.5% by weight.

[0037] Preferably, the composition according to the invention is an aqueous solution. Preferably, the composition according to the invention is single-phase. By "single-phase" is meant that the composition according to the invention does not have a dispersed phase (also called a discontinuous phase) in the form of droplets in a dispersing phase (also called a continuous phase). Such a composition may be called a "serum". By "serum" is meant a composition with a fluid, runny texture.

[0038] According to one embodiment, the composition according to the invention is substantially free of silicone oil, preferably substantially free of oil.

[0039] By "substantially free of silicone oil" is meant that the composition according to the invention has a silicone oil content of less than or equal to 2% by weight, relative to the total weight of the composition, preferably less than or equal to 0.5% by weight, preferentially less than or equal to 0.1% by weight, in a particular embodiment of between 0.01 and 2% by weight. In a particularly preferred manner, the composition according to the invention is completely free of silicone oil.

[0040] Silicone oil is understood to mean a fatty substance in liquid form at room temperature (20 to 25°C) and at atmospheric pressure (760 mm Hg), and comprising at least one Si atom.

[0041] Examples of silicone oils that may be mentioned include cyclomethicone or polydimethylsiloxanes.

[0042] By "substantially oil-free" is meant that the composition according to the invention has an oil content of less than or equal to 2% by weight, relative to the total weight of the composition, preferably less than or equal to 0.5% by weight, preferentially less than or equal to 0.1% by weight, in a particular embodiment of between 0.01 and 2% by weight. In a particularly preferred manner, the composition according to the invention is completely oil-free.

[0043] Oil is understood to mean a fatty substance in liquid form at room temperature (20 to 25°C) and at atmospheric pressure (760 mm Hg). The "fatty substance" comprises at least one "fatty" hydrocarbon chain, i.e. a linear hydrocarbon chain of at least 4 carbon atoms, unsaturated or non-unsaturated, possibly fully substituted, and in particular a linear C5-C30 hydrocarbon chain.

[0044] As oil, mention may be made of mineral oils (paraffin); vegetable oils (sweet almond oil, macadamia oil, blackcurrant seed oil, jojoba oil); synthetic oils such as perhydrosqualene, alcohols, fatty acids or esters such as C12-C15 alcohol benzoate or such as perhydrosqualene, alcohols, fatty acids or esters such as C12-C15 alcohol benzoate, octyl palmitate, isopropyl lanolate, triglycerides including those of capric / caprylic acids, oxyethylenated or oxypropylenated fatty esters and ethers; silicone oils (cyclomethicone, polydimethylsiloxanes or PDMS) or fluorinated, polyalkylenes.

[0045] According to one embodiment, the composition according to the invention is substantially free of hyaluronic acid and / or one of its salts.

[0046] By "substantially free of hyaluronic acid and / or one of its salts" is meant that the composition according to the invention has a content of hyaluronic acid and / or one of its salts, less than or equal to 1% by weight, relative to the total weight of the composition, preferably less than or equal to 0.5% by weight, preferentially less than or equal to 0.1% by weight, more preferentially between 0.01 and 1% by weight. Preferably, the composition according to the invention is completely free of hyaluronic acid and / or one of its salts.

[0047] Hyaluronic acid is a linear, non-sulfated glycosaminoglycan composed of repeating units of D-glucuronic acid and N-acetyl-D-glucosamine.

[0048] The hyaluronic acid may have a number average molecular weight ranging from 500 Da to 10 MDa, and more particularly ranging from 2 KDa to 2 MDa, or be a low molecular weight hyaluronic acid and have a number average molecular weight of approximately 50 kDa.

[0049] Among the hyaluronic acid salts, mention may in particular be made of sodium salts, potassium salts, zinc salts, silver salts, and mixtures thereof. More particularly, as hyaluronic acid salts, mention may be made of potassium hyaluronate and sodium hyaluronate, preferably sodium hyaluronate.

[0050] According to one embodiment, the composition according to the invention is substantially free of surfactants. By "substantially free of surfactants" is meant that the composition according to the invention has a surfactant content of less than or equal to 2% by weight, relative to the total weight of the composition, preferably less than or equal to 1% by weight, preferentially between 0.01% and 2% by weight. The surfactants may preferably be peptizers, the concentration of which is between 0.01 and 2% by weight; they allow the solubilization of a small quantity of oil(s) or lipophilic compounds or perfume(s) (i.e. concentration of perfume(s) or oil(s) or lipophilic compound(s) between 0.05% and 2%). Preferably, the composition according to the invention is completely free of surfactant.

[0051] The composition may also comprise one or more additive(s) conventionally used in cosmetic compositions, preferably chosen from active ingredients, preservatives and perfumes.

[0052] Preferably, among the active agents that can be used, adenosine, salicylic acid or glycolic acid are preferred.

[0053] The composition according to the invention may comprise at least one preservative.

[0054] Among the preferred preservatives, mention may be made of hydroxyacetophenone, phenoxyethanol and their mixtures.

[0055] Preferably, the composition according to the invention comprises from 0.1% to 2% by weight, preferably from 0.2% to 1.5% by weight, more preferably from 0.4% to 0.8% by weight of preservative(s) relative to the total weight of the composition.

[0056] Preferably, the composition of the present invention is transparent.

[0057] For the purposes of the present invention, the term "transparent composition" means a composition having a turbidity value of less than 20 NTU, preferably less than 15 NTU, preferably less than 10 NTU. Preferably, the turbidity of the compositions is at least equal to 1 NTU.

[0058] NTU (nephelometric turbidity units) are the units of measurement for the turbidity of a composition. The measurement of turbidity is carried out, for example, with a turbidimeter model 2100P from Hach Company, the tubes used for the measurement being referenced AR397A cat 24347-06. The measurements are carried out at room temperature (from 20°C to 25°C).

[0059] Preferably, the composition is transparent and has a turbidity value of between 1 and 20 NTU, preferably between 1 and 15 NTU, preferably less than 10 NTU.

[0060] The expressions “between ... and ...” and “ranging from ... to ...” must be understood inclusively, unless otherwise specified.

[0061] Concrete, but in no way limiting, examples illustrating the invention will now be given. The quantities indicated are in % by weight of raw materials relative to the total weight of the composition, unless otherwise stated. EXAMPLES

[0062] Example 1: Preparation of the compositions according to the invention and of comparative compositions and evaluation of their stability over time

[0063] The aqueous solution C1 according to the invention, and the comparative compositions C2* to C6*, are listed in Tables 1 to 3 below. Each composition is prepared in two copies in order to study their aging at room temperature and at 45°C.

[0064] The compositions are then stored at room temperature or at 45°C. Their color was evaluated after 1 month at room temperature (IM TA) and after 1 month at 45°C (1M45°C).

[0065] Their color is rated on a scale of 0 to 9, with 0 representing a transparent composition, and 9 representing a dark brown composition, with the intermediate grades representing increasingly darker shades of yellow and then orange.

[0066] The formation of gas, an indicator of the degradation of vitamin C (decarboxylation which produces CO2), was also evaluated after 1 month at 45°C. For this, the compositions are stored in bottles sealed with an extensible plastic teat. Carbon dioxide is released at the top of the bottle. Since the teat of the pipette is elastic, the liquid pushed by the gas rises in the pipette and causes the teat to swell until it explodes.

[0067] The evaluation of the degassing is therefore carried out in a first measurement according to the height reached by the liquid in the pipette. If the liquid rises beyond the cap, the degassing is evaluated in a second measurement according to the size of the teat. Since the photos are standardized, it is possible to qualify the gas release objectively by means of a score on a scale of 1 to 9, 9 representing the bursting of the teat.

[0068] [Tables 1] INCI (US / EU) Commercial reference Composition Cl according to the invention (% w / w) WATER / AQUA QSP 100% ASCORBIC ACID BASF 1 ARGININE KYOWA HAKKO 0.95 TOTAL 100 EVALUATIONS PH 6 Color 45°C (IM) 2 Color TA (IM) 0.5 Gaseous decomposition Gas 45°C (IM) 0.5

[0069] [Tables2] Phase INCI (US / UE) Référence Commerciale Compositi on C2* hors invention (% p / p) Compositio n C3* hors invention (% p / p) Compositi on C4* hors invention (% p / p) A WATER / AQUA 98,775 QSP 100% QSP 100% A ASCORBIC ACID BASF DSM NU- TRITIONAL PRODUCTS 1 1 1 B SODIUM HYDROXIDE STOCKMEIER France WAKO PURE CHEMICAL 0,225 B POTASSIUM HYDROXYDE STOCKMEIER France ASHTA CHEMICALS QSP pH= 6 B TRIETHANOL AMINE BASF DOW QSP pH= 6 TOTAL 100 100 100 EVALUATIO NS PH 6 6 6 Couleur 45°C (IM) 3 2,5 4 Couleur TA (IM) 2,5 2 3 Gaz 45°C (IM) 0,5 0,5 0,5

[0070] [Tableaux3] Phase INCI (US / UE) Ref commerciale Composition C5* hors invention (% p / p) Compositio n C6* hors invention (% p / p) A WATER / AQUA 98,6 80.5 A ASCORBIC ACID BASF DSM NU- TRITIONAL PRODUCTS 1 10 A ARGININE KYOWA HAKKO AJINOMOTO 0,4 9.5 B SODIUM HYDROXIDE STOCKMEIER France WAKO PURE CHEMICAL TOTAL 100 100 EVALUATIO NS PH 4 6 Couleur 45°C (IM) 3 5 Couleur TA (IM) 0,5 2 Gaz 45°C(1M) 3,5 1,5

[0071] Surprisingly, composition C1 according to the invention has a lower coloration than their respective comparative compositions C2* to C4*, not comprising L-arginine, and which comprise a base outside the invention.

[0072] Furthermore, surprisingly, the composition C1 according to the invention has a lower coloration at 1 month at 45°C as well as a lower gas release than their respective comparative compositions C5* to C6*, which, although comprising arginine, have a pH outside the invention or comprise an ascorbic acid content outside the range according to the invention.

Claims

Claims

1. Cosmetic composition comprising: - at least 30% by weight, relative to the total weight of the composition, of water, - from 0.2% to 9% by weight, relative to the total weight of the composition, of ascorbic acid, - from 0.8% to 1% by weight, relative to the total weight of the composition, of a compound chosen from an arginine and / or one of its salts, and for which the pH of the composition is between 5 and 7.

2. Composition according to claim 1, characterized in that it comprises from 0.3% to 5% by weight of ascorbic acid, relative to the total weight of the composition, preferably from 0.5% to 4% by weight, more preferably from 0.8% to 1.5% by weight, advantageously from 0.8% to 1.2% by weight.

3. Composition according to any one of claims 1 to 2, characterized in that the ascorbic acid and arginine and / or one of its salts are present in a mass ratio between the ascorbic acid and the arginine and / or one of its salts which ranges from 0.5 to 2, preferably from 0.5 to 1.5, preferentially from 0.8 to 1.

2.

4. Composition according to one of claims 1 to 3, characterized in that the arginine is chosen from D-arginine, D,L-arginine, L-arginine, and / or one of their salts chosen from organic or mineral acid salts of arginine such as hydrochlorides, glutamates, butyrates, and glycolates, preferably is chosen from L-arginine and / or one of its salts.

5. Composition according to one of claims 1 to 4, characterized in that the pH of the composition is between 5.5 and 6.5, preferably 6.

6. Composition according to one of claims 1 to 5, characterized in that it comprises from 30% to 99.65% by weight of water relative to the total weight of the composition, more preferably from 50% to 99%, even more preferably from 80% to 98.5% by weight, advantageously from 85% to 98.5% by weight.

7. Composition according to one of claims 1 to 6, characterized in that it is substantially free of silicone oil, preferably substantially free of oil, and / or substantially free of hyaluronic acid and / or one of its salts, and / or substantially

8. free of surfactant. Cosmetic process for caring for keratin materials, preferably the skin, comprising the application to said keratin materials of a composition according to one of claims 1 to 7.

9. Cosmetic use of a composition according to one of claims 1 to 7, for the care of the skin of the body or face.