Cleansing preparation containing polyols and alkylamidothiazoles

Abstract

The present invention relates to aqueous cosmetic cleansing preparations containing polyols and alkylamidothiazoles.

Description

[0001] Beiersdorf Aktiengesellschaft Hamburg

[0002] Cleaning preparation containing polyols and alkylamidothiazoles

[0003] The present invention relates to aqueous cosmetic cleaning preparations containing alkylamidothiazoles.

[0004] A person's outward appearance can be influenced and enhanced through the use of cosmetic products. Regular use of cleansing and care products ensures that people feel attractive, beautiful, and comfortable in their surroundings, and radiate this outwards.

[0005] The cleansing process serves the purpose of loosening and rinsing away dirt such as sweat residue or accumulated skin cells. For this purpose, cleansing gels and products typically contain anionic, nonionic, or amphoteric surfactants. Since these products can also remove skin particles in addition to external dirt particles, they can lead to dry skin or skin irritation. Therefore, it is important that a cleansing gel also cares for the skin. This can be achieved by using gentle cleansing products.

[0006] In addition to skin irritations, human skin can also exhibit pigmentation caused by melanocytes. These pigment-producing cells are located in the stratum basale, the lowest layer of the epidermis, and occur individually or in greater or lesser numbers, depending on skin type.

[0007] Melanocytes can produce the pigment melanin via their melanosomes. Melanin production can be stimulated by UV radiation, among other factors. Melanin is the product of an oxidative process. Here, tyrosine is converted by the enzyme tyrosinase, through various intermediate steps, into the brown to brownish-black eumelanins (DHICA and DHI melanin). The melanin produced is then transported into the stratum corneum (corneocytes) of the epidermis, thus giving the skin its brownish to brownish-black color.

[0008] The two eumelanins, DHICA- and DHI-melanin, share the intermediates donaquinone and donachrome. These two intermediates are also important in the formation of pheomelanin. The expression of melanin-synthesized enzymes is fundamentally controlled by a specific transcription factor (microphthalmia-associated transcription factor, MITF). In addition to the enzymatic processes of melanin synthesis described above, other proteins are also important for melagnosis. Among others, the p-protein is thought to play a significant role, although its exact function remains unclear.

[0009] Besides melanin synthesis, the transfer of melanosomes, their retention in the epidermis, their degradation, and the breakdown of melanin are also of great importance for skin pigmentation. The PAR-2 ​​receptor has been shown to play a fundamental role in the transport of melanosomes into keratinocytes (M. Seiberg et al., 2000, J. Cell. Sei., 113:3093-101). However, the appearance of the skin is also influenced by the size and shape of the individual melanosomes, as these affect light scattering. Accordingly, the skin of Black Africans exhibits more large, spheroidal, and solitary melanosomes, while Caucasians tend to have smaller melanosomes occurring in groups.

[0010] Hyperpigmentation of the skin can have various causes. It can occur as a side effect of many biological processes, such as UV radiation (e.g., freckles, ephelides), abnormal pigmentation of the skin during wound healing or scarring (post-inflammatory hyperpigmentation), or during skin aging (e.g., lentigines seniles).

[0011] Particularly after inflammatory reactions, the skin's pigmentation system can react with hyper- or hypopigmentation. These reactions frequently occur, for example, in atopic dermatitis, lupus erythematosus, and psoriasis. The appearance of dark circles under the eyes can also be considered a post-inflammatory hyperpigmentation. In these cases, however, the underlying inflammation is usually subclinical. Many hyperpigmentation reactions can be exacerbated by exposure to UV radiation.

[0012] To counteract hyperpigmentation, active ingredients and preparations are known that are essentially based on hydroquinone. However, these formulations and preparations are highly controversial, as they can potentially cause irreversible changes in the skin's pigmentation system. Furthermore, peeling methods are known, but these can lead to inflammation. Consequently, post-inflammatory hyperpigmentation can also occur.

[0013] Furthermore, other substances for skin lightening have already been described. These include, among others: hexadecene-1,16-dicarboxylic acid, kojic acid, arbutin, ascorbic acid and its derivatives, flavonoids, and various resorcinol derivatives, such as 4-n-butylresorcinol, 4-n-heylresorcinol, and 4-(1-phenylethyl)benzene-1,3-diol.

[0014] In a publication (Bioorganic & Medicinal Chemistry Letter 17 (2007) 6871-6875), JM Ready describes the effect of substituted thiazole derivatives on the inhibition of mushroom tyrosinase. Furthermore, substituted thiazolamines and hydrothiazolamines are described for skin lightening in publication WO 2009099195.

[0015] The substances described in the above-mentioned state of the art are characterized by moderate effectiveness.

[0016] In addition to cleansing action and skin compatibility, customers have further requirements for a cosmetic cleansing product. They increasingly prefer products that contain active ingredients alongside their cleansing properties, allowing the skin to come into contact with an active ingredient during the cleansing process itself. Typically, cleansing preparations are aqueous formulations containing surfactant systems.

[0017] If active ingredients such as alkylamidothiazoles are to be incorporated into cosmetic cleansing preparations and subsequently act upon skin contact, it must be ensured that the active ingredients are homogeneously and dissolved within the cleansing preparation and are also bioavailable at an effective concentration. Cleansing preparations are mostly water-based. Therefore, incorporating water-soluble active ingredients does not pose a problem.

[0018] However, incorporating poorly water-soluble active ingredients, such as alkylamidothiazoles, into aqueous cleaning preparations presents various challenges, including odor stability. Another problem is that poorly water-soluble active ingredients, such as alkylamidothiazoles, tend to crystallize in aqueous cosmetic preparations. Crystallization of a component in a cleaning preparation can compromise the quality of the preparation and make the products less appealing to consumers. Furthermore, if an active ingredient is affected by crystallization, this impacts the product's efficacy, as the bioavailability of the active ingredient is reduced.

[0019] If an active ingredient is not water-soluble, ethoxylated solubilizers, such as polyethylene glycol (PEG) derivatives, especially PEG-hydrogenated castor oil, are often used. For environmental reasons, there is a growing effort to avoid polyethylene glycol derivatives in cosmetic preparations. The biodegradability of these substances is not yet fully understood, and consumers desire products free of PEG derivatives. Therefore, there is a fundamental need for additional solubilizers for water-insoluble active ingredients, such as alkylamidothiazoles, in cleaning preparations.

[0020] One object of the present invention was to eliminate the disadvantages of the prior art. Consequently, it was an object of the present invention to provide aqueous cosmetic cleansing preparations which stabilize active ingredients that tend to crystallize.

[0021] Another object of the present invention was to provide aqueous cosmetic cleansing preparations containing alkylamidothiazoles, such that none of the active ingredients crystallize out.

[0022] Another object of the present invention was to provide aqueous cosmetic cleansing preparations which serve to lighten human skin.

[0023] Surprisingly for those skilled in the art, it has now been found that the problem of crystallization of alkylamidothiazoles in aqueous cosmetic cleaning preparations can be solved by the present invention without the addition of ethoxylated solubilizers.

[0024] The present invention relates to an aqueous cosmetic cleansing preparation containing a. one or more polyols b. one or more alkylamidothiazoles. A further aspect of the invention is the use of a combination of one or more polyols and alkylamidothiazoles in an aqueous cosmetic cleansing preparation for lightening human skin.

[0025] Advantageously, the cleaning preparation according to the invention can be used as a washing gel for face and body.

[0026] If this disclosure provides information on the crystallization of active ingredients, all information refers to measurements taken using crossed polarization microscopy with an Olympus BX53 microscope. For the measurements, the preparations were first manufactured and then stored at room temperature in the absence of light for 24 hours until microscopy. Subsequently, microscopic images were taken with the aforementioned microscope (at 20x magnification, at room temperature) and the images were evaluated.

[0027] Where weight percentages (wt%) are given below without reference to a specific composition or mixture, these percentages always refer to the total weight of the cosmetic cleansing preparation. Where ratios of components / substances / groups of substances are disclosed below, these ratios refer to the weight ratios of the components / substances / groups of substances mentioned.

[0028] The terms “according to the invention”, “advantageous according to the invention”, “advantageous in the sense of the present invention”, etc., always refer, within the scope of the present disclosure, to both the preparation according to the invention and the use according to the invention.

[0029] Unless otherwise stated, all tests were conducted under standard conditions. "Standard conditions" means 20°C, 1013 hPa, and a relative humidity of 50%.

[0030] When the term skin is used, it preferably refers to human skin.

[0031] The preparation according to the invention is characterized in that it contains alkylamidothiazoles. Advantageous alkylamidothiazoles within the meaning of the present invention are substances having the general structural formula shown below. at which

[0032] R 1 , R 2 , X and Y can be different, partially the same or completely the same and can mean independently of each other:

[0033] R 1= -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs-Cyc-loalkyl, -Ci-Cs-Cycloalkyl-Alkylhydroxy, -C1-C24 Alkylhydroxy (linear and branched), -C1-C24 Alkylamine (linear and branched), -Ci-C24-Alkylaryl (linear and branched), -Ci-C24-Alkylaryl-Alkyl-Hydroxy (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), -C1-C24-Alkyl-O-Ci-C24-Alkyl (linear and branched), -C1-C24 Alky-Morpholino, -C1-C24 Alky-Piperidino, -C1-C24 Alky-Piperazino, -C1-C24 Alkyl-piperazino-N-alkyl means,

[0034] R 2 = -H, -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs- Cycloalkyl, -Ci-C24-Hydroxyalkyl (linear and branched), -Ci-C24-Alkylaryl (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), means,

[0035] X = -H, -Ci-C24-alkyl (linear and branched), -Ci-C24-alkenyl (linear and branched), -Ci-Cs-cycloalkyl, -Ci-C24-aryl (possibly singly or multiply substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -Ci-C24-heteroaryl (possibly singly or multiply substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -Ci-C24-alkylaryl (linear and branched), -Ci-C24-alkylheteroaryl (linear and branched), -aryl (possibly singly or multiply substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -phenyl, -2,4-dihydroxyphenyl, -2,3-dihydroxyphenyl, -2,4-dimethoxyphenyl, -2,3-dimethoxyphenyl means,

[0036] Y = -H, -Ci-C24-alkyl (linear and branched), -Ci-C24-alkenyl (linear and branched), -Ci-Cs-cycloalkyl, -Ci-C24-aryl, -Ci-C24-heteroaryl, -Ci-C24-alkylaryl (linear and branched), -C1-C24-alkylheteroaryl (linear and branched), -aryl, -phenyl, -2,4-dihydroxyphenyl, -2,3-dihydroxyphenyl, -2,4-dimethoxyphenyl, -2,3-dimethoxyphenyl, -COO-alkyl, -COO-alkenyl, -COO-cycloalkyl, -COO-aryl, -COO-heteroaryl, and X, Y may optionally also represent condensed aromatics, where X and Y are mutually aromatic or aliphatic homo- or heterocyclic ring systems with up to n ring-forming units. atoms can form, and where the number n can take values ​​from 5 to 8, and the respective ring systems can in turn be substituted with up to n - 1 alkyl groups, hydroxyl groups, carboxyl groups, amino groups, nitrile functions, sulfur-containing substituents, ester groups and / or ether groups.

[0037] The aforementioned thiazoles can exist both as free bases and as salts: e.g., as fluoride, chloride, bromide, iodide, sulfate, carbonate, ascorbate, acetate, or phosphate. In particular, they exist as halogen salts, such as chloride and bromide.

[0038] Furthermore, an advantageous realization of the present invention consists in cosmetic or dermatological preparations containing an effective amount of one or more of the aforementioned alkylamidothiazoles.

[0039] According to the invention, the aforementioned alkylamidothiazoles are also used for the treatment and / or prophylaxis of unwanted skin pigmentation. This treatment and / or prophylaxis of unwanted skin pigmentation can be carried out in both cosmetic and pharmaceutical contexts.

[0040] Pharmaceutical (or dermatological) treatment is primarily understood to refer to pathological skin conditions, whereas cosmetic treatment and / or prophylaxis of unwanted skin pigmentation primarily concerns healthy skin.

[0041] Advantageously, X is chosen from the group of substituted phenyls, where the substituents (Z) can be chosen from the group -H, -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN, Acetyl and can be the same or different.

[0042] Particularly advantageous is X chosen from the group of phenyl groups substituted with one or more hydroxy groups, wherein the substituent (Z) can be chosen from the group -H, -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN, Acetyl and the following generic structure is preferred, in which Y, R 1 and R 2 which may have the aforementioned properties.

[0043] Connections are particularly advantageous in which

[0044] Y = H

[0045] R 1 = -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs-Cyc-loalkyl, -Ci-Cs-Cycloalkyl-Alkylhydroxy, -C1-C24 Alkylhydroxy (linear and branched), -C1-C24 Alkylamine (linear and branched), -Ci-C24-Alkylaryl (linear and branched), -Ci-C24-Alkylaryl-Alkyl-Hydroxy (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), -C1-C24-Alkyl-O-Ci-C24-Alkyl (linear and branched), -C1-C24 Alky-Morpholino, -C1-C24 Alky-Piperidino, -C1-C24 Alky-Piperazino, -C1-C24 Alkyl-piperazino-N-alkyl means,

[0046] R 2 = -H, -Ci-C24-Alkyl (linear and branched),

[0047] Z = -H, -OH, -F, -Cl, -Br, -I, -OMe, -NH2, -CN, acetyl.

[0048] Particularly preferred are those connections in which

[0049] Y = H

[0050] R 1 = -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs-Cyc-loalkyl, -Ci-Cs-Cycloalkyl-Alkylhydroxy, -C1-C24 Alkylhydroxy (linear and branched), -C1-C24 Alkylamine (linear and branched), -Ci-C24-Alkylaryl (linear and branched), -Ci-C24-Alkylaryl-Alkyl-Hydroxy (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), -C1-C24-Alkyl-O-Ci-C24-Alkyl (linear and branched), -C1-C24 Alky-Morpholino, -C1-C24 Alky-Piperidino, -C1-C24 Alky-Piperazino, -C1-C24 Alky-piperazino-N-alkyl means, R 2 = -H.

[0051] According to the invention, the connections are preferred.

[0052] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)pivalamide

[0053] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide

[0054] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)butyramide

[0055] A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)heptanamide

[0056] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-6-hydroxyhexanamide

[0057] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-3-hydroxypropanamide

[0058] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-methoxyacetamide

[0059] 3-amino- / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)propanamide

[0060] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)acetamide

[0061] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-4-(hydroxymethyl)cyclohexane-1 -carboxamide

[0062] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)cyclohexanecarboxamide und

[0063] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-(4-(hydroxymethyl)phenyl)acetamide

[0064] Ganz besonders bevorzugt ist die Verbindung

[0065] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide -

[0066] The above alkylamidothiazoles, their synthesis and their use were described in EP2758381A1.

[0067] According to the invention, the aqueous cosmetic cleansing preparation is characterized in that it contains one or more polyols. Polyols are chemical compounds that contain at least two hydroxyl groups. Therefore, polyols belong to the group of polyhydric alcohols.

[0068] At least one polyol can be advantageously selected from the group consisting of 1,3-propylene glycol, 1,2-propylene glycol, dipropylene glycol, butylene glycol (INCI: Butylene Glycol), ethylene glycol, methylpropanediol (INCI: Methylpropanediole), panthenol, and ethylhexylglycerin.

[0069] 1,2-Octanediol (INCI: Caprylyl Glycol), Pentane Glycol (INCI: Pentylene Glycol), 1,2-Hexanediol (INGI: 1,2-Hexanediol).

[0070] Glycerin is not a polyol within the meaning of this invention.

[0071] Particularly advantageous in the sense of the present invention is the selection of at least one polyol from the compounds: 1,3-Propylene glycol, dipropylene glycol, methylpropanediol,

[0072] 1,2-Hexanediol, Butylene Glycol, 1,2-Propylene Glycol and / or Caprylyl Glycol.

[0073] Furthermore, it is advantageous in the sense of the invention if the total proportion of polyols, in particular of the polyols previously listed as particularly advantageous, in the preparation according to the invention is 0.5 to 30 wt.%, preferably 1 wt.% to 20 wt.% and particularly preferably 2 to 10 wt.% based on the total weight of the preparation.

[0074] A preferred embodiment of the invention is characterized in that 1,3-propylene glycol is contained in the preparation according to the invention in a proportion of 0.5 to 10 wt.%, preferably 2 to 8 wt.% and particularly preferably 3 to 5 wt.% based on the total weight of the cleaning preparation.

[0075] Another preferred embodiment of the invention is characterized in that dipropylene glycol is present in the preparation according to the invention in a proportion of 0.5 to

[0076] 10 wt.%, preferably 2 to 8 wt.% and particularly preferably 3 to 4 wt.% based on the total weight of the cleaning preparation.

[0077] Another preferred embodiment of the invention is characterized in that methylpropanediol is present in the preparation according to the invention in a proportion of 0.5 to

[0078] 6 wt.%, preferably 1 to 5 wt.% and particularly preferably 2 to 4 wt.% based on the total weight of the cleaning preparation.

[0079] Another preferred embodiment of the invention is characterized in that butylene glycol is present in the preparation according to the invention in a proportion of 0.5 to

[0080] 12 wt.%, preferably 2 to 10 wt.% and particularly preferably 4 to 6 wt.% based on the total weight of the cleaning preparation.

[0081] Another preferred embodiment of the invention is characterized in that

[0082] 1,2-Propylene glycol in the preparation according to the invention in a proportion of 0.5 to

[0083] 10 wt.%, preferably 2 to 10 wt.% and particularly preferably 4 to 5 wt.% based on the total weight of the cleaning preparation.

[0084] Another preferred embodiment of the invention is characterized in that

[0085] 1,2-Hexanediol in the preparation according to the invention in a proportion of 0.05 to

[0086] 1 wt.%, preferably 0.1 to 0.8 wt.% and particularly preferably 0.1 to 0.6 wt.% based on the total weight of the cleaning preparation.

[0087] Another preferred embodiment of the invention is characterized in that caprylyl glycol is contained in the preparation according to the invention in a proportion of 0.05 to 1 wt.%, preferably 0.1 to 0.5 wt.%, and particularly preferably 0.15 to 0.35 wt.% based on the total weight of the cleaning preparation. If glycerin is included, it is advantageous if the proportion of this component is

[0088] 0.5 wt.% to 10.0 wt.%, preferably 2.0 wt.% to 8.0 wt.% and particularly preferably 2.5 wt.% to 5.5 wt.%, based on the total weight of the cleaning preparation.

[0089] If glyceryl glucoside is included, it is advantageous if the proportion of this component is from 0.5 wt.% to 10.0 wt.%, preferably from 2.0 wt.% to 4.0 wt.%, and particularly preferably from 2.5 wt.% to 5.0 wt.%, based on the total weight of the cleaning preparation.

[0090] If sorbitol is included, it is advantageous if the proportion of this component is from 0.5 wt.% to 10.0 wt.%, preferably from 2.0 wt.% to 4.0 wt.% and particularly preferably from 2.5 wt.% to 5.0 wt.%, based on the total weight of the cleaning preparation.

[0091] It can be advantageous if the cleaning preparation according to the invention comprises at least one surfactant. Surfactants can be described by their HLB value (hydrophile-lipophile balance), which is a measure of the ratio of hydrophilic to lipophilic functional groups in the surfactant molecule. Preferably, surfactants have an HLB value of 13–15. Preferably, the cleaning preparation according to the invention comprises surfactants, biosurfactants, surfactants with non-ionic, anionic, and / or amphoteric, and / or zwitterionic structures.

[0092] A preferred embodiment contains non-ionic surfactants selected from the group: fatty acid alkanolamides of general formula (II) where R 3 a linear or branched, saturated or unsaturated alkyl or alkenyl group with 8 to 24 carbon atoms, R 4each represents a hydrogen atom or a - (CH2)nOH group, in which n can take the numbers 2 or 3, with the proviso that at least one of the groups R 4 a -(CH2) n OH group is, for example, Cocamide MEA / DEA / MlPA; Alkyl polyglycosides, such as preferably lauryl glucoside, caprylyl glucoside, capryl glucoside, decyl glucoside and coco-glucoside.

[0093] Preferred embodiments of the invention are characterized in that they contain alkyl polyglycosides as nonionic surfactants, specifically lauryl glucoside, caprylyl glucoside, capryl glucoside, decyl glucoside, and / or coco-glucoside, and particularly preferably decyl glucoside and / or coco-glucoside. Decyl glucoside and / or coco-glucoside are selected as the most preferred nonionic surfactants from the foregoing group. If the cosmetic cleansing preparation according to the invention contains alkyl glycosides, specifically lauryl glucoside, caprylyl glucoside, capryl glucoside, decyl glucoside, and / or coco-glucoside, it is preferred that the total proportion of the alkyl polyglycosides is from 0.5 wt.% to 7.0 wt.%, preferably from 1.5 wt.% to 5.0 wt.%, and particularly preferably from 2.0 wt.% to 4.5 wt.%, based on the total weight of the cleansing preparation.

[0094] It can be advantageous if the cleaning preparation according to the invention contains at least one amphoteric and / or zwitterionic surfactant. Advantageously suitable amphoteric and / or zwitterionic surfactants are:

[0095] Acyl- / dialkylethylenediamine, in particular sodium acylamphoacetate, disodium acylamphodipropionate, disodium alkylamphodiacetate, disodium cocoamphodiacetate, sodium cocoamphomonoacetate, sodium acylamphohydroxypropylsulfonate, disodium acylamphodiacetate and sodium acylamphopropionate;

[0096] N-Alkyl amino acids, in particular aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate;

[0097] Betaine, in particular Coco Betaine, Cocamidopropyl Betaine; and Sultaine, in particular Lauryl Hydroxy Sultaine.

[0098] Particularly advantageous are the amphoteric and / or zwitterionic surfactants known under the INCI names Sodium Cocoamphoacetate, Disodium Cocoamphodiacetate, Sodium Cocoamphopropionate, Disodium Cocoamphodipropionate, Coco Betaine, Lauryl Betaine and / or Cocamidopropyl Betaine. From the above group, Sodium Cocoamphoacetate, Coco Betaine and / or Cocamidopropyl Betaine are selected as the most preferred amphoteric and / or zwitterionic surfactants.

[0099] Advantageously, the total proportion of amphoteric and / or zwitterionic surfactants, in particular the amphoteric and / or zwitterionic surfactants previously listed as particularly advantageous, in the cosmetic cleaning preparation according to the invention is 0.5 wt.% to 7.0 wt.%, preferably 1.5 wt.% to 5.0 wt.%, and particularly preferably 2.0 wt.% to 4.5 wt.%, based on the total weight of the cleaning preparation.

[0100] A preferred embodiment of the invention is characterized in that Coco Betaine is contained in the cosmetic cleaning preparation according to the invention in a proportion of 0.5 wt.% to 7.0 wt.%, preferably 1.5 wt.% to 5.0 wt.% and particularly preferably 2.0 wt.% to 4.5 wt.%, based on the total weight of the cleaning preparation.

[0101] Another preferred embodiment of the invention is characterized in that sodium cocoamphoacetate is contained in the cosmetic cleaning preparation according to the invention in a proportion of 0.5 wt.% to 7.0 wt.%, preferably 1.5 wt.% to 5.0 wt.% and particularly preferably 2.0 wt.% to 4.5 wt.%, based on the total weight of the cleaning preparation.

[0102] Another preferred embodiment of the invention is characterized in that cocamidopropyl betaine is contained in the cosmetic cleaning preparation according to the invention in a proportion of 0.5 wt.% to 7.0 wt.%, preferably 1.5 wt.% to 5.0 wt.% and particularly preferably 2.0 wt.% to 4.5 wt.%, based on the total weight of the cleaning preparation.

[0103] It may be advantageous if the cleaning preparation according to the invention contains at least one anionic surfactant selected from the group:

[0104] Alkyl ether sulfate, in particular sodium, ammonium, magnesium, MIPA, TIPA lauryl ether sulfate, sodium myristyle ether sulfate and the substance known under the INCI name sodium C12-13 pareth sulfate;

[0105] Alkyl sulfates, in particular sodium, ammonium and TEA lauryl sulfate;

[0106] Acylglutamate, in particular Sodium Acylglutamate, Disodium Acylglutamate, Sodium Capryl ic / Capric Glutamate, Sodium Cocoyl Glutamate, Disodium Cocoyl Glutamate, Sodium Lauroyl Glutamate, Sodium Myristoyl Glutamate, Sodium Stearoyl Glutamate and / or Sodium Oleoyl Glutamate;

[0107] Acyl sarcosinates, in particular sodium myristoyl sarcosinate, sodium oleoyl sarcosinate, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and / or sodium cocoyl sarcosinate;

[0108] Acyltaurates, in particular sodium lauroyl taurate and / or sodium methyl cocoyl taurate; acyl lactylates, in particular sodium lauroyl lactylate, and / or sodium caproyl lactylate;

[0109] Acylglycinates, especially sodium cocoyl glycinate.

[0110] Preferred embodiments of the invention are characterized in that they contain acylglutamates and, in particular, disodium cocoyl glutamates as anionic surfactants.

[0111] A preferred embodiment of the invention is characterized in that disodium cocoyl glutamate is contained in the cosmetic cleaning preparation according to the invention in a proportion of 0.5 wt.% to 7.0 wt.%, preferably 1.5 wt.% to 5.0 wt.% and particularly preferably 2.0 wt.% to 4.5 wt.%, based on the total weight of the cleaning preparation.

[0112] It can be advantageous if the cleaning preparation according to the invention contains at least one biosurfactant. Biosurfactants are understood to be surfactants that can be obtained from renewable raw materials and are also biodegradable. This allows the manufacturing process to be sustainable, for example, in the form of a fermentation process. Glycolipids, lipopeptides, fatty acids, and phospholipids are known as biosurfactants. Of the glycolipids, rhamnolipids, especially mono-, di-, or polyrhamnolipids, are preferred. They can be purchased, for example, from Evonik under the trade name Rheance® one. Rhamnolipids can be described by the following general structural formula:

[0113] Where m = 1 or 0,

[0114] N = 1 or 0,

[0115] R1 and R2 are independently identical or different organic residues with 2 to 30, preferably 5 to 24, carbon atoms, in particular a substituted or unsubstituted, branched or unbranched alkyl residue, which may also be unsaturated, wherein the alkyl residue is preferably a linear saturated alkyl residue with 6 to 20 carbon atoms. Salts of these compounds are also included according to the invention. The term "di-rhamnolipid" refers to compounds of the above formula or their salts in which n = 1. Similarly, "mono-rhamnolipid" refers to compounds of the above formula or their salts in which n = 0.

[0116] Rhamnolipids are, by definition, not anionic surfactants within the meaning of this invention.

[0117] Preferred embodiments of the invention are characterized in that they contain rhamnolipids as biosurfactants. If the cosmetic cleansing preparation according to the invention contains biosurfactants, in particular rhamnolipids, especially mono-, di- or polyrhamnolipids, it is preferred if the total proportion of biosurfactants is from 0.5 to 12.0 wt.%, preferably from 1.0 wt.% to 10 wt.% and particularly preferably from 2.0 to 8.0 wt.%, based on the total weight of the cleansing preparation.

[0118] Advantageous embodiments of the cleaning preparation according to the invention are characterized in that the total proportion of all contained surfactants is from 0.5 to 12.0 wt.%, preferably from 4.0 wt.% to 10 wt.% and particularly preferably from 6.0 to 9.0 wt.% based on the total weight of the cosmetic preparation.

[0119] Dehydroxanthan gum is a polysaccharide available in powder form. It is obtained as a product of the dehydration of xanthan gum and can be purchased commercially from AkzoNobel under the trade name Amaze® XT.

[0120] It can be advantageous if the cleaning preparation according to the invention contains dehydroxanthan gum. It is advantageous if the total proportion of dehydroxanthan gum is in the range of 0.1 wt.% to 10.0 wt.%, preferably 0.5 wt.% to 8.0 wt.%, and particularly preferably 0.9 wt.% to 4 wt.%, based on the total weight of the preparation.

[0121] If hydroxypropyl guar is included, it is advantageous if the proportion of this component is 0.1 wt.% to 5 wt.%, preferably 0.30 wt.% to 4.0 wt.%, and particularly preferably 0.5 wt.% to 2 wt.%, based on the total weight of the cleaning preparation. If xanthan gum is included, it is advantageous if the proportion of this component is 0.1 wt.% to 10 wt.%, preferably 0.5 wt.% to 5 wt.%, and particularly preferably 1.0 wt.% to 3 wt.%, based on the total weight of the cleaning preparation.

[0122] According to the invention, the cleaning preparation advantageously comprises sodium chloride. If sodium chloride is included, the proportion of sodium chloride is advantageously in the range of 0.01 to 3.0 wt.%, preferably from 0.1 to 2.0 wt.% and particularly preferably from 0.3 to 1.7 wt.% based on the total weight of the preparation.

[0123] The preparation according to the invention may advantageously contain preservatives. Preservatives are those preservative substances that are authorized for use in cosmetic products in accordance with the German Cosmetics Regulation and Regulation (EC) No. 1223 / 2009 on cosmetic products for use in cosmetic products in Europe.

[0124] The at least one preservative can advantageously be selected from the group consisting of phenoxyethanol, methylparaben, sodium benzoate (INCI: Sodium Benzoate) and / or benzyl alcohol (INCI: Benzyl Alcohol). Advantageously, the proportion of the at least one preservative, in particular the preservatives previously listed as particularly advantageous, in the cleaning preparation according to the invention is 0.1 wt.% to 2.0 wt.%, preferably 0.4 wt.% to 1.5 wt.%, and particularly preferably 0.7 wt.% to 1.1 wt.%, based on the total weight of the cleaning preparation.

[0125] A preferred embodiment of the invention is characterized in that phenoxyethanol is contained in the cosmetic cleaning preparation according to the invention in a proportion of 0.1 wt.% to 2.0 wt.%, preferably 0.4 wt.% to 1.5 wt.% and particularly preferably 0.5 wt.% to 1.0 wt.%, based on the total weight of the cleaning preparation.

[0126] If ethanol is included, it is advantageous if the proportion of this component is from 0.5 wt.% to 10.0 wt.%, preferably from 2.0 wt.% to 7.0 wt.% and particularly preferably from 2.5 wt.% to 6.0 wt.%, based on the total weight of the cleaning preparation.

[0127] Furthermore, it is advantageous if the cosmetic cleaning preparations according to the present invention contain water as a cosmetic carrier, wherein water is contained in a proportion of 60 wt.% to 90 wt.%, preferably 65 wt.% to 85 wt.%, based on the total weight of the cleaning preparation.

[0128] Furthermore, it has proven advantageous in the sense of the invention if the cleaning preparation has a pH value of 3.9 to 9.0, preferably of 4.0 to 8.0, and particularly preferably of 4.2 to 7.0.

[0129] Comparative experiments and examples

[0130] The following examples are intended to illustrate the present invention without limiting it. Unless otherwise stated, all quantities, proportions, and percentages are based on the weight and total quantity or total weight of the preparations.

[0131] The following formulations were prepared for the comparative trials.

[0132] Examples 1 and 3 are not according to the invention, while examples 1 to 3 are according to the invention:

[0133] The formation of alkylamidothiazole crystals was determined microscopically as described above. The cleaning preparations listed above were prepared, and their properties were investigated in a comparative experiment with regard to the crystallization of alkylamidothiazoles. For cleaning preparations according to the invention, it was shown that the preparations showed no crystallization after a time of 24 h. In contrast, cleaning preparations that did not meet the invention showed the formation of alkylamidothiazole crystals after 24 h.

[0134] The following examples are intended to further illustrate the invention without limiting it:

Claims

Patent claims 1. Aqueous cosmetic cleansing preparation containing a. One or more polyols b. One or more alkylamidothiazoles.

2. Preparation according to claim 1, characterized in that the at least one polyol from the group consisting of 1,3-propylene glycol, 1,2-propylene glycol, dipropylene glycol, butylene glycol (INCI: Butylene Glycol), ethylene glycol, methylpropanediol (INCI: Methylpropanediole), panthenol, ethylhexylglycerin, 1,2-octanediol (INCI: Caprylyl Glycol), pentane glycol (INCI: Pentylene Glycol), 1,2-hexanediol (INCI: 1,2-Hexanediol).

3. Preparation according to one of the preceding claims, characterized in that the total proportion of these polyols is from 0.5 to 30 wt.%, preferably from 1 wt.% to 20 wt.% and particularly preferably from 2 to 10 wt.% based on the total weight of the preparation.

4. Cleaning preparation according to one of the preceding claims, characterized in that the content of alkylamidothiazoles is from 0.000001 to 10.0 wt.%, preferably from 0.0001 to 3.0 wt.% and particularly preferably from 0.001 to 1.0% by weight based on the total weight of the cosmetic cleaning preparation.

5. Cleaning preparation according to one of the preceding claims, characterized in that the alkylamidothiazoles are substances of the general formula is or are, at which R 1 , R 2 X and Y can be different, partially the same, or completely the same, and can mean things independently of each other: R 1= -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs-Cycloalkyl, -Ci-Cs-Cycloalkyl-Alkylhydroxy, -C1-C24 Alkylhydroxy (linear and branched), -C1-C24 Alkylamine (linear and branched), -Ci-C24-Alkylaryl (linear and branched), -C1-C24-Alkylaryl-Alkyl-Hydroxy (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), -Ci-C24-Alkyl-O-Ci-C24-Alkyl (linear and branched), -C1-C24 Alky-Morpholino, -C1-C24 Alky-Piperidino, -C1-C24 Alky-Piperazino, -C1-C24 Alky-Piperazino-N-Alkyl means, R 2 = H, -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs-Cycloalkyl, -Ci-C24-Hydroxyalkyl (linear and branched), -Ci-C24-Alkylaryl (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), means, X = -H, -Ci-C24-alkyl (linear and branched), -Ci-C24-alkenyl (linear and branched), -Ci-Cs-cycloalkyl, -Ci-C24-aryl (possibly singly or multiply substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -Ci-C24-heteroaryl (possibly singly or multiply substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -Ci-C24-alkylaryl (linear and branched), -Ci-C24-alkylheteroaryl (linear and branched), -aryl (possibly singly or multiply substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -phenyl, -2,4-dihydroxyphenyl, -2,3-dihydroxyphenyl, -2,4-dimethoxyphenyl, -2,3-dimethoxyphenyl means, Y = H, -Ci-C24-Alkyl (linear and branched), -Ci-C24-Alkenyl (linear and branched), -Ci-Cs-Cycloalkyl, -Ci-C24-Aryl, -Ci-C24-Heteroaryl, -Ci-C24-Alkylaryl (linear and branched), -Ci-C24-Alkylheteroaryl (linear and branched), -Aryl, -phenyl, -2,4-dihydroxyphenyl, -2,3-dihydroxyphenyl, -2,4-Dimethoxyphenyl, -2,3-Dimethoxyphenyl, -COO-Al-kyl, -COO-Alkenyl, -COO-CylcIoalkyl, -COO-Aryl, -COO-Heteroaryl, means, The alkylamidothiazoles can exist both as a free base and as salts that can be used cosmetically and / or dermatologically.

6. Cleaning preparation according to one of the preceding claims, characterized in that the alkylamidothiazoles have the following structures: A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)pivalamide / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)butyramide / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)heptanamide A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-6-hydroxyhexanamide / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-3-hydroxypropanamide / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-methoxyacetamide 3-amino- / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)propanamide A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)acetamide A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-4-(hydroxymethyl)cyclohexane-1-carboxamide / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)cyclohexanecarboxamide and / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-(4-(hydroxymethyl)phenyl)acetamide 7. Cleaning preparation according to one of the preceding claims, characterized in that the alkylamidothiazole(s) may be present as halide, carbonate, ascorbate, sulfate and / or phosphate.

8. Cleaning preparation according to one of the preceding claims, characterized in that it contains dehydroxanthan gum (INCI: Dehydroxanthan Gum), wherein the total proportion of dehydroxanthan gum ranges from 0.1 wt.% to 10.0 wt.%, preferably from 0.5 wt.% to 8.0 wt.%, and particularly preferably from 0.9% by weight to 4.0% by weight based on the total weight of the cleaning preparation.

9. Cleaning preparation according to one of the preceding claims, characterized in that the pH value is from 3.9 to 9.0, preferably from 4.0 to 8.0, particularly preferably from 4.2 to 7.

0.

10. Cleaning preparation according to one of the preceding claims, characterized in that it contains rhamnolipids, wherein it is advantageous if the total proportion of these rhamnolipids is from 0.5 to 12.0 wt.%, preferably from 1.0 wt.% to 10 wt.% and in particular preferably from 2.0 to 8.0 wt.% based on the total weight of the cleaning preparation.

11. Cleaning preparation according to one of the preceding claims, characterized in that amphoteric and / or zwitterionic surfactants are included, wherein it is advantageous that the amphoteric and / or zwitterionic surfactants included are in particular sodium cocoamphoacetate, disodium cocoamphodiacetate, sodium cocoamphopropionate, disodium cocoamphodipropionate, coco betaine, lauryl betaine and / or cocamidopropyl betaine.

12. Cleaning preparation according to one of the preceding claims, characterized in that non-ionic surfactants are included, wherein it is advantageous that the non-ionic surfactants are alkyl polyglycosides, in particular lauryl glucosides, caprylyl glucosides, capryl glucosides, decyl glucosides and / or coco-glucosides.

13. Cleaning preparation according to one of the preceding claims, characterized in that anionic surfactants are included, wherein it is advantageous that acylglutamates, in particular disodium cocoyl glutamates, are included as anionic surfactants.

14. Cleaning preparation according to one of the preceding claims, characterized in that the total proportion of all containing surfactants is from 0.5 to 12.0 wt.%, preferably from 4.0 wt.% to 10 wt.% and particularly preferably from 6.0 to 9.0% by weight based on the total weight of the cosmetic preparation.

15. Cleaning preparation according to one of the preceding claims, characterized in that it contains glycerin, wherein it is advantageous if the proportion of glycerin is from 0.5 wt.% to 10.0 wt.%, preferably from 2.0 wt.% to 8.0 wt.% and particularly preferably from 2.5 wt.% to 5.5 wt.%, based on the total weight of the preparation.

16. Cleaning preparation according to one of the preceding claims, characterized in that it contains phenoxyethanol, wherein it is advantageous if the proportion of phenoxyethanol is from 0.1 wt.% to 2.0 wt.%, preferably from 0.4 wt.% to 1.5 wt.% and particularly preferably from 0.5 wt.% to 1.1 wt.%, based on the total weight of the preparation.

17. Use of the cleaning preparation according to any of the preceding claims for lightening human skin.

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