WO2021104777A1

WO2021104777A1 - Active substance combinations of ubiquinol and one or more emulsifiers from the group of phosphates and sulfates, and cosmetic or dermatological preparations containing such active substance combinations

Info

Publication number: WO2021104777A1
Application number: PCT/EP2020/080057
Authority: WO
Inventors: Sebastian Rosenbaum; Thomas Raschke; Sabrina Breitkreutz; Helga Biergiesser
Original assignee: Beiersdorf Ag
Priority date: 2019-11-26
Filing date: 2020-10-26
Publication date: 2021-06-03
Also published as: DE102019218244A1

Abstract

The invention relates to active substance combinations which comprise a) ubidecarenol and b) one or more phosphate emulsifiers or sulfate emulsifiers.

Description

description

Active ingredient combinations of ubiquinol and one or more emulsifiers from the group of phosphates and sulfates and cosmetic or dermatological preparations containing such active ingredient combinations

The present invention relates to cosmetic and dermatological preparations with an effective content of physiologically compatible active ingredient combinations, preferably those which are used in skin care cosmetic or dermatological preparations.

Mainly, antioxidants are used as protective substances against spoilage of the preparations containing them. Nevertheless, it is known that undesirable oxidation processes can also occur in human and animal skin. Such processes play an essential role in skin aging.

In the article "Skin Diseases Associated with Oxidative Injury" in "Oxidative Stress in Dermatology", p. 323 ff. (Marcel Decker Inc., New York, Basel, Hong Kong, editors: Jürgen Fuchs, Frankfurt, and Lester Packer , Berkeley / California), oxidative damage to the skin and its more detailed causes are listed.

Some antioxidants and radical scavengers are known. For example, US Patents 4,144,325 and 4,248,861, as well as numerous other documents, suggest using vitamin E, a substance with a known antioxidant effect, in light protection formulations, but here too the effect achieved remains far below the hoped-for effect.

One object of the present invention was to eliminate the disadvantages of the prior art. In particular, active ingredients or preparations containing such active ingredients should be made available, if they are used, damage to the skin and / or hair due to oxidative influence can at least be reduced, if not completely prevented. Another object of the present invention was to provide cosmetic preparations which, before or after treatment of the hair with hair coloring preparations, even those containing strong oxidizing agents such as hydrogen peroxide, counteract their damaging oxidizing effect.

Ubiquinols or their oxidized form, the ubiquinones, play an important role in the transport of electrons in the respiratory chain of living things. Ubiquinols are characterized by the following chemical structure:

In naturally occurring ubiquinols or their oxidized form, the ubiquinones, n can assume values from 0 to 50. In mammals, especially humans, n = 10 predominates (ubidecarenol), which according to the invention is the preferred ubiquinol.

The cosmetic use of ubiquinols is known per se, for example from WO 2017/045034, DE 42 28 871 and other publications.

One problem, however, was that ubiquinol, in particular ubidecarenol, is very sensitive to water and oxygen and is therefore preferably presented in anhydrous preparations, and is preferably also stored in the absence of air or in the presence of antioxidants. Apart from the fact that the active ingredient as such is lost during the oxidation of the active ingredient, the preparation turns yellowish or even brownish in the course of a short time.

The object of the present invention was therefore to remedy this problem. It was surprising and unforeseeable for the person skilled in the art that combinations of active ingredients comprising a) ubidecarenol b) one or more phosphate emulsifiers or sulfate emulsifiers or cosmetic or dermatological preparations containing such active ingredient combinations represents the solution to these problems and the disadvantages of the prior art remedy.

Preparations, in particular O / W emulsions containing one or more phosphate emulsifiers, stabilize ubidecarenol significantly better than other, comparable preparations.

Embodiments of the present invention preferred according to the invention are characterized in that the phosphate emulsifier is one or more from the group triceteareth-4 phosphate, cetyl phosphate, lecithin, hydrogenated lecithin, potassium cetyl phosphate, trilaureth-4 phosphate, laureth-4 phosphate, sodium dihydroxycetyl phosphate , Trioleth-8 Phos phate is chosen.

Embodiments of the present invention which are likewise preferred according to the invention are characterized in that sodium cetearyl sulfate is selected as the sulfate emulsifier.

It is advantageous according to the invention to set the molar ratio of ubidecarenol on the one hand to the molar sum of one or more phosphate emulsifiers or sulfate emulsifiers on the other hand from the range from 100: 1 to 1: 1000, preferably 50: 1 to 1: 500, especially preferably 20: 1 up to 1: 200 to be selected.

According to the invention, the preparations are particularly advantageously characterized in that ubidecarenol, in concentrations of 0.001-10.00% by weight, preferably 0.05-5.00% by weight, particularly preferably 0.1-3.00% by weight, %, based in each case on the total weight of the composition, is present.

According to the invention, the preparations are particularly advantageously characterized in that one or more phosphate emulsifiers in concentrations of a total of 0.001 - 10.00% by weight, preferably 0.05-5.00% by weight, particularly preferably 0.1-3.00% by weight, each based on the total weight of the composition, is or are present.

According to the invention, the preparations are furthermore particularly advantageously characterized in that one or more sulfate emulsifiers in total concentrations of 0.001-1.00% by weight, preferably 0.05-0.50% by weight, particularly preferably 0.10% by weight,

0.30% by weight, based in each case on the total weight of the composition, is or are present.

The cosmetic or dermatological formulations according to the invention can have the usual composition and serve for the treatment, care and cleaning of the skin and / or hair and as a make-up product in decorative cosmetics. They contain preferably 0.01% by weight to 10% by weight, preferably 0.05% by weight to 5% by weight, in particular 0.1-2.0% by weight, based on the total weight of the agent, one or more active ingredient combinations according to the invention.

For use, the cosmetic and dermatological preparations according to the invention are applied to the skin and / or hair in a sufficient amount in the manner customary for cosmetics.

The active ingredient combinations according to the invention can advantageously be incorporated into customary cosmetic and dermatological preparations, which can be in various forms. So you can z. B. a solution, an emulsion of the water-in-oil (W / O) type or of the oil-in-water (O / W) type, or a multiple emulsions, for example of the water-in-oil-in-water type (W / O / W) or oil-in-water-in-oil (O / W / O), a hydrodispersion or lipodispersion, a Pickering emulsion, a gel, a solid stick or an aerosol.

Emulsions according to the invention for the purposes of the present invention, e.g. B. in the form of a cream, a lotion, a cosmetic milk are advantageous and contain z. B. fats, oils, waxes and / or other fatty substances, as well as water and one or more emulsifiers, as they are usually used for such a type of formulation. It is also possible and advantageous for the purposes of the present invention to incorporate the active compound combinations according to the invention into aqueous systems or surfactant preparations for cleaning the skin and hair.

It is of course known to the person skilled in the art that sophisticated cosmetic compositions are mostly inconceivable without the customary auxiliaries and additives. These include, for example, consistency enhancers, fillers, perfumes, dyes, emulsifiers, additional active ingredients such as vitamins or proteins, sunscreens, stabilizers, insect repellants, alcohol, water, salts, antimicrobial, proteolytic or keratolytic substances, etc.

Mutatis mutandis, corresponding requirements apply to the formulation of medical preparations.

Medical topical compositions for the purposes of the present invention generally contain one or more medicaments in effective concentrations. For the sake of simplicity, reference is made to the statutory provisions of the Federal Republic of Germany (e.g. Cosmetics Ordinance, Food and Drug Act) to clearly distinguish between cosmetic and medical applications and corresponding products.

It is also advantageous to add the active ingredient combinations according to the invention as an additive to preparations which already contain other active ingredients for other purposes.

Accordingly, cosmetic or topical dermatological compositions within the meaning of the present invention, depending on their structure, can be used, for example, as skin protection cream, cleansing milk, sun protection lotion, nutritional cream, day or night cream, etc. It is optionally possible and advantageous to use the compositions according to the invention as a basis for to use pharmaceutical formulations. For use, the cosmetic and dermatological preparations are applied according to the invention to the skin and / or hair in a sufficient amount in the manner customary for cosmetics.

Those cosmetic and dermatological preparations which are in the form of a sunscreen agent are particularly preferred. These can advantageously also contain at least one further UVA filter and / or at least one further UVB filter and / or at least one inorganic pigment, preferably an inorganic micropigment.

According to the invention, the cosmetic and dermatological preparations can contain cosmetic auxiliaries such as are customarily used in such preparations, for example preservatives, bactericides, perfumes, substances to prevent foaming, dyes, pigments that have a coloring effect, thickeners, and moisturizers / or moisture-retaining substances, fats, oils, waxes or other common constituents of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.

An additional content of customary antioxidants is generally preferred. According to the invention, all antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.

The amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20% by weight, in particular 1-10% by weight, based on the total weight the preparation.

If the cosmetic or dermatological preparation in the sense of the present invention is a solution or emulsion or dispersion, the following solvents can be used:

Water or aqueous solutions

Oils, such as triglycerides of capric or caprylic acid, but preferably castor oil; Fats, waxes and other natural and synthetic fatty substances, preferably esters of fatty acids with alcohols of low carbon number, for example with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low carbon number or with fatty acids;

Alcohols, diols or polyols with a low carbon number and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl ether or analogues Products.

In particular, mixtures of the abovementioned solvents are used. In the case of alcoholic solvents, water can be another component.

Water or aqueous solutions

Oils, such as triglycerides of capric or caprylic acid, but preferably castor oil; Fats, waxes and other natural and synthetic fatty substances, preferably esters of fatty acids with alcohols of low carbon number, e.g. with isopropanol, propylene glycol or glycerine, or esters of fatty alcohols with alkanoic acids of low carbon number or with fatty acids;

Suitable propellants for cosmetic and / or dermatological preparations which can be sprayed from aerosol containers within the meaning of the present invention are the customary, highly volatile, liquefied propellants, for example hydrocarbons (propane, butane, isobutane), which can be used alone or in a mixture with one another. It is also advantageous to use compressed air. Of course, the person skilled in the art knows that there are propellant gases which are nontoxic per se, which would be suitable in principle for the implementation of the present invention in the form of aerosol preparations, but which should nevertheless be avoided because of their harmful effects on the environment or other accompanying circumstances, in particular fluorocarbons and Chlorofluorocarbons (CFCs).

Cosmetic preparations within the meaning of the present invention can also be in the form of gels which, in addition to an effective content of active ingredient combinations according to the invention and solvents usually used for this, preferably water, also organic thickeners, e.g. gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably methyl cellulose, hydroxymethyl cellulose , Hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose or inorganic thickeners, e.g. B. aluminum silicates such as bentonite, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate contain. The thickening agent is contained in the gel, for example, in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.

It is advantageous according to the invention, in addition to the combinations according to the invention, to use further oil-soluble UVA filters and / or UVB filters in the lipid phase and / or further water-soluble UVA filters and / or UVB filters in the aqueous phase.

According to the invention, the light protection formulations can advantageously contain further substances which absorb UV radiation in the UVB range, the total amount of the filter substances being, for example, 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight. %, in particular 1 to 6% by weight, based on the total weight of the preparations, in order to provide cosmetic preparations which protect the skin from the entire range of ultraviolet radiation. They can also serve as sunscreens.

Experiments on the stability of ubidecarenol in combination with different emulsifiers:

It was surprisingly found that some anionic O / W emulsifiers (e.g. potassium cetearyl phosphate) stabilize ubiquinol better than other anionic emulsifiers (e.g. SLES).

For this purpose, the raw materials listed in the table below were put into 30 mL jars and screwed on. This was followed by brief (approx. 15 min) and intensive shaking by hand, since the components are mixed with it. It was then stored in the heating cabinet for 3 days.

The strongest yellow coloration was found in the approach with SLES and the weakest in the case of potassium catyl phosphate.

The following examples are intended to illustrate the present invention without restricting it. Unless otherwise stated, all quantities, proportions and percentages are based on the weight and the total amount or the total weight of the preparations.

pH 5.5-6.5

pH 6.2-7.2

pH 5.5-6.5

Claims

1. Active ingredient combinations, comprising a) ubidecarenol and b) one or more phosphate emulsifiers or sulfate emulsifiers.

2. Cosmetic or dermatological preparations, in particular in the form of O / W emulsions, containing combinations of active ingredients according to claim 1.

3. Active ingredient combinations according to claim 1 or preparations according to claim 2, characterized in that the phosphate or sulfate emulsifier is one or more from the group triceteareth-4 phosphate, cetyl phosphate, lecithin, hydrogenated lecithin, potassium cetyl phosphate, trilaureth-4 phosphate, laureth-4 phosphate , Sodium dihydroxycetyl phosphate, trioleth-8 phosphate, sodium cetearyl sulfate is chosen or who the.

4. Active ingredient combinations or preparations according to one of the preceding claims, characterized in that the molar ratio of ubidecarenol on the one hand to the molar sum of one or more phosphate emulsifiers or sulfate emulsifiers on the other hand from the range of 100: 1 to 1: 1000, preferably 50: 1 to 1 :

500, particularly preferably 20: 1 to 1: 200 is selected.

5. Preparations according to one of the preceding claims, characterized in that ubidecarenol, in concentrations of 0.001-10.00% by weight, preferably 0.05-5.00% by weight, particularly preferably 0.1-3.00 % By weight, each based on the total weight of the composition.

6. Preparations according to one of the preceding claims, characterized in that one or more phosphate emulsifiers in total concentrations of 0.001-10.00% by weight, preferably 0.05-5.00% by weight, particularly preferably 0.1-

3.00% by weight, based in each case on the total weight of the composition, is or are present. Preparations according to one of the preceding claims, characterized in that one or more sulfate emulsifiers in total concentrations of 0.001-1.00% by weight, preferably 0.05-0.50% by weight, particularly preferably 0.10% by weight,