Light-stable cleansing preparation containing alkylamidothiazoles

The combination of amphoteric and/or zwitterionic surfactants with alkylamidothiazoles in cosmetic cleansing preparations addresses light instability, maintaining product appearance and usability by preventing significant discoloration.

WO2026119447A1PCT designated stage Publication Date: 2026-06-11BEIERSDORF AG

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
BEIERSDORF AG
Filing Date
2025-10-07
Publication Date
2026-06-11

AI Technical Summary

Technical Problem

Existing aqueous cosmetic cleansing preparations containing alkylamidothiazoles suffer from light instability, leading to undesirable changes such as discoloration and degradation when exposed to UV radiation, which affects their appearance and perceived usability.

Method used

Incorporating a combination of amphoteric and/or zwitterionic surfactants with alkylamidothiazoles in the cleansing preparations enhances their light stability, preventing significant discoloration and maintaining the product's appearance.

🎯Benefits of technology

The formulation maintains high light stability, with minimal yellowing (<3%) after 60 days of sunlight exposure, ensuring the product's visual integrity and usability.

✦ Generated by Eureka AI based on patent content.

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Abstract

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

[0001] Beiersdorf Aktiengesellschaft Hamburg

[0002] Light-stable cleaning preparation containing alkylamidothiazoles

[0003] The present invention relates to 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, non-ionic, or amphoteric surfactants. Since, in addition to removing external dirt particles, skin particles can also be removed, this 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, via various intermediate steps, to the brown to brownish-black eumelanins (DHICA and DHI melanin), or, in the presence of sulfur-containing compounds, to the reddish pheomelanin. The melanin produced is then transported to the stratum corneum (corneocytes) of the epidermis, thus giving the skin its brownish to brownish-black color. The two eumelanins, DHICA and DHI melanin, share the two 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 described enzymatic processes of melanin synthesis, other proteins are also important for melagnosis. Among others, the p-protein is thought to play a significant role, although its exact function is not yet fully understood.

[0008] 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.

[0009] 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).

[0010] 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.

[0011] 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.

[0012] 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.

[0013] 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.

[0014] The substances described in the above-mentioned state of the art are characterized by moderate effectiveness.

[0015] Besides its cleansing effect and skin compatibility, customers have other requirements for a cosmetic cleansing product. For example, it is advantageous if cleansing preparations have a pleasant consistency. It is also desirable for the cleansing gel to be transparent, as this immediately suggests to the customer that it is a cleansing product. Furthermore, it is possible to incorporate effect substances, such as color pigments and / or exfoliating particles, into transparent cleansing preparations, thus making the use of the cleansing gel more pleasant for the consumer and enhancing its effectiveness.

[0016] Customers increasingly prefer products that contain active ingredients in addition to their cleansing properties, allowing the skin to come into contact with an active ingredient during the cleansing process. Typically, cleansing preparations are aqueous formulations containing surfactant systems. The challenge, therefore, was to develop aqueous cleansing preparations containing alkylamidothiazoles.

[0017] Cleaning preparations can be exposed to sunlight and, in particular, UV radiation. One disadvantage is that the visual appearance of newly manufactured cleaning preparations changes during storage. Exposure to UV radiation can lead to degradation products in the cleaning preparations, which can cause undesirable reactions such as changes in odor, side effects from degradation products, or discoloration of the cleaning preparation. Often, a change in color gives the impression that the product is no longer usable and is becoming increasingly rancid. Alkylamidothiazoles can also cause discoloration under UV radiation, thus deteriorating the appearance of the cleaning preparation. It was necessary to remedy this disadvantage.

[0018] Consequently, the object of the present invention was to provide aqueous cosmetic cleaning preparations which exhibit high light stability through the use of alkylamidothiazoles.

[0019] Surprisingly for those skilled in the art, it has now been found that the problem of light stability arising when using alkylamidothiazoles simultaneously could be solved by the present invention.

[0020] The present invention relates to an aqueous cosmetic cleansing preparation comprising: a. At least one amphoteric and / or zwitterionic surfactant; b. One or more alkylamidothiazoles

[0021] Another object of the invention is the use of a combination of at least one amphoteric and / or zwitterionic surfactant and alkylamidothiazoles in an aqueous cosmetic cleansing preparation to improve the light stability of the preparation.

[0022] Advantageously, the cleaning preparation according to the invention can be used as a washing gel for face and body.

[0023] Where values ​​for yellowing are given in this disclosure, all values ​​refer to measurements by transmission spectroscopy using a SPECORD® UV / VIS spectrophotometer from analysek-jena. First, the transmission of the cleaning preparations was measured directly after preparation in the spectral range of 400 nm to 800 nm in a 1 cm disposable cuvette. Measurements were taken against deionized water as a reference. Subsequently, the cleaning preparations were stored under light for a period of 60 days. After this period, the transmission of the cleaning preparations was determined again. The yellowing was then determined by the difference in the transmission value (%T) at 570 nm according to the following formula (I): Yellowing = Ts70nm(preparation) - Ts70nm(60 days light storage) (I)

[0024] Should weight percentages (wt%) be given below without reference to a specific composition or mixture, these percentages always refer to the total weight of the cosmetic cleansing preparation.

[0025] Should ratios of components / substances / groups of substances be disclosed below, these ratios refer to weight ratios of the mentioned components / substances / groups of substances.

[0026] 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.

[0027] Unless otherwise stated, all tests were conducted under standard conditions. "Standard conditions" means 20°C, 1013 hPa, and a relative humidity of 50%.

[0028] When the term skin is used, it preferably refers to human skin.

[0029] 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

[0030] R 1 , R 2 , X and Y can be different, partially the same or completely the same and can mean independently of each other:

[0031] 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,

[0032] 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,

[0033] 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,

[0034] 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.

[0035] 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 occur as halogen salts, such as chloride and bromide.

[0036] Furthermore, an advantageous implementation of the present invention consists of cosmetic or dermatological preparations containing an effective amount of one or more of the aforementioned alkylamidothiazoles. 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.

[0037] 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.

[0038] 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.

[0039] 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.

[0040] Connections are particularly advantageous in which

[0041] Y = HR 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,

[0042] R 2 = -H, -Ci-C24-Alkyl (linear and branched),

[0043] Z = -H, -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN, acetyl.

[0044] Particularly preferred are those connections in which

[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.

[0047] According to the invention, the connections are preferred.

[0048] A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)pivalamide

[0049] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide

[0050] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)butyramide

[0051] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)heptanamide

[0052] W-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-6-hydroxyhexanamide

[0053] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-3-hydroxypropanamide

[0054] A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-methoxyacetamide

[0055] 3-amino- / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)propanamide

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

[0057] A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-4-(hydroxymethyl)cyclohexane-1-carboxamide

[0058] A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)cyclohexanecarboxamide und

[0059] / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-(4-(hydroxymethyl)phenyl)acetamide

[0060] Ganz besonders bevorzugt ist die Verbindung

[0061] A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramides The above alkylamidothiazoles, their synthesis and their use have been described in EP2758381A1.

[0062] Furthermore, the cleaning preparation according to the invention is characterized in that it contains at least one amphoteric and / or zwitterionic surfactant. Advantageously suitable amphoteric and / or zwitterionic surfactants are:

[0063] Acyl- / dialkylethylenediamine, in particular sodium acylamphoacetate, disodium acylamphodipropionate, disodium alkylamphodiacetate, disodium cocoamphodiacetate, sodium cocoamphomonoacetate, sodium acylamphohydroxypropylsulfonate, disodium acylamphodiacetate and sodium acylamphopropionate;

[0064] N-Alkyl amino acids, in particular aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate;

[0065] Betaine, in particular Coco Betaine, Cocamidopropyl Betaine; and Sultaine, in particular Lauryl Hydroxy Sultaine.

[0066] 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.

[0067] 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 10.0 wt.%, preferably 1.5 wt.% to 9.0 wt.%, and particularly preferably 2.0 wt.% to 8.0 wt.%, based on the total weight of the cleaning preparation.

[0068] A preferred embodiment of the invention is characterized in that coco betaine is contained in the cosmetic cleansing preparation according to the invention in a proportion of 0.5 wt.% to 10.0 wt.%, preferably 1.5 wt.% to 9.0 wt.%, and particularly preferably 2.0 wt.% to 8.0 wt.%, based on the total weight of the cleansing preparation. A further preferred embodiment of the invention is characterized in that sodium cocoamphoacetate is contained in the cosmetic cleansing preparation according to the invention in a proportion of 0.5 wt.% to 10.0 wt.%, preferably 1.5 wt.% to 9.0 wt.%, and particularly preferably 2.0 wt.% to 8.0 wt.%, based on the total weight of the cleansing preparation.

[0069] 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 10.0 wt.%, preferably 1.5 wt.% to 9.0 wt.% and particularly preferably 2.0 wt.% to 8.0 wt.%, based on the total weight of the cleaning preparation.

[0070] It can be advantageous if the cleaning preparation according to the invention also comprises a surfactant that is not an amphoteric and / or zwitterionic 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 further comprises surfactants that are not amphoteric and / or zwitterionic, such as surfactants with a non-ionic and / or anionic structure and / or biosurfactants.

[0071] It may be advantageous if the cleaning preparation according to the invention contains at least one anionic surfactant selected from the group:

[0072] 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;

[0073] Acyl sarcosinates, in particular sodium myristoyl sarcosinate, sodium oleoyl sarcosinate, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and / or sodium cocoyl sarcosinate;

[0074] Acyltaurates, in particular Sodium Lauroyl Taurate and / or Sodium Methyl Cocoyl Taurate;

[0075] Acyl lactylates, in particular sodium lauroyl lactylates, and / or sodium caproyl lactylates;

[0076] Acylglycinates, in particular sodium cocoyl glycinate. Preferred embodiments of the invention are characterized in that they contain acylglutamates and in particular disodium cocoyl glutamate as anionic surfactants.

[0077] 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.

[0078] Furthermore, it is preferred in accordance with the present invention if the cleaning preparation is free of sulfate-containing surfactants, in particular sodium laureth sulfate, sodium lauryl sulfate, ammonium lauryl sulfate, MIPA-laureth sulfate and / or ammonium laureth sulfate.

[0079] Furthermore, it may be advantageous if the cleaning preparation according to the invention contains at least one non-ionic surfactant selected from the group:

[0080] Fatty acid alkanolamides of general formula (II) where R 3a linear or branched, saturated or unsaturated alkyl or alkenyl group with 8 to 24 carbon atoms, R 4 each 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 / Ml PA;

[0081] Alkyl polyglycosides, such as preferably caprylyl / capryl glucoside, lauryl glucoside, caprylyl glucoside, capryl glucoside, decyl glucoside and coco-glucoside.

[0082] Preferred embodiments of the invention are characterized in that they contain alkyl polyglycosides as nonionic surfactants, specifically lauryl glucoside, caprylyl / capryl glucoside, caprylyl glucoside, capryl glucoside, decyl glucoside and / or coco-glucoside, and particularly preferably caprylyl / capryl glucoside, 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 cleaning preparation according to the invention contains alkyl glycosides, in particular caprylyl / capryl glucoside, lauryl glucoside, caprylyl glucoside, capryl glucoside, decyl glucoside and / or coco-glucoside, it is preferred if 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 cleaning preparation.

[0083] 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 (I):

[0084] Where m = 1 or 0, n = 1 or 0,

[0085] R 1 and R 2The alkyl group consists of an identical or different organic residue 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.

[0086] Rhamnolipids are, by definition, not anionic surfactants within the meaning of this invention.

[0087] 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.

[0088] Advantageous embodiments of the cleaning preparation according to the invention are characterized in that the total proportion of all contained surfactants is from 1.0 to 15.0 wt.%, preferably from 4.0 wt.% to 13.0 wt.% and particularly preferably from 6.0 to 10.0 wt.% based on the total weight of the cosmetic preparation.

[0089] It can be advantageous if the cleaning preparation according to the invention contains at least one humectant. Humectants are substances or mixtures of substances that give cosmetic preparations the property of reducing the loss of moisture from the stratum corneum (also called transepidermal water loss (TEWL)) and / or positively influencing the hydration of the stratum corneum after application or distribution on the skin surface.Advantageous humectants (moisturizers) within the meaning of the present invention are, for example, glycerin, lactic acid (INCI: Lactic Acid) and / or lactates, in particular sodium lactate (INCI: Sodium Lactate), 1,2-hexanediol (INCI: 1,2-Hexanediol), ethylhexylglycerin, butylene glycol (INCI: Butylene Glycol), methylpropanediol (INCI: Methylpropanediole), propanediol (INCI: Propylene Glycol), biosaccharide gum-1, glycine, sorbitol, glyceryl glucoside, panthenol, hyaluronic acid, pyrrolidone carboxylic acid, 1,2-octanediol (INCI: Caprylyl Glycol) and urea.

[0090] If glycerin is included, it is advantageous if the proportion of this component is 1.0 wt.% to 10.0 wt.%, preferably 2.0 wt.% to 7.0 wt.%, and particularly preferably 2.5 wt.% to 5.5 wt.%, based on the total weight of the cleaning preparation. If lactic acid is included, it is advantageous if the proportion of this component is 0.001 wt.% to 1.0 wt.%, preferably 0.005 wt.% to 0.1 wt.%, based on the total weight of the cleaning preparation.

[0091] If glyceryl glucoside is included, it is advantageous if the proportion of this component is from 0.05 wt.% to 5.0 wt.%, preferably from 0.1 wt.% to 3.0 wt.%, and particularly preferably from 0.3 wt.% to 1.0 wt.%, based on the total weight of the cleaning preparation.

[0092] The preparation according to the invention may advantageously contain at least one preservative. 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.

[0093] The at least one preservative can advantageously be selected from the group consisting of phenoxyethanol, 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.

[0094] 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 0.7 wt.% to 1.0 wt.%, based on the total weight of the cleaning preparation.

[0095] 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.

[0096] The preparation according to the invention may advantageously contain ethanol. 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 8.0 wt.%, and particularly preferably from 3.5 wt.% to 6.0 wt.%, based on the total weight of the cleaning preparation.

[0097] 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.

[0098] 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 1.0 wt.% to 6.0 wt.%, based on the total weight of the preparation.

[0099] 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 0.5 to 1.8 wt.% based on the total weight of the preparation.

[0100] Furthermore, it has proven advantageous in the sense of the invention if the cleaning preparation has a pH value of 3.8 to 9.0, preferably of 4.0 to 8.0, and particularly preferably of 4.2 to 7.0.

[0101] The cleaning preparation according to the invention is advantageously characterized in that it exhibits a slight yellowing upon exposure to light. Specifically, the cleaning preparation according to the invention exhibits a yellowing (determined by transmission measurement at 570 nm) of advantageously < 3%T, more preferably < 2%T, and particularly preferably < 1%T.

[0102] Comparative experiments and examples

[0103] 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. The following formulations were prepared for the comparative tests. The recipes

[0104] Examples 1 to 3 are not according to the invention, while example 1 is according to the invention:

[0105] * Transmission and yellowing were measured and determined as described in the description. The cleaning preparations listed above were produced, and their properties were investigated in a comparative test with regard to their light stability and discoloration. For cleaning preparations containing the combination according to the invention, it was shown that the preparations did not discolor or only discolored slightly upon exposure to sunlight. The preparations according to the invention showed no significant changes with respect to yellowing at a transmission of 570 nm after 60 days of light storage.

[0106] The following examples are intended to further illustrate the invention without limiting it:

[0107]

Claims

Patent claims 1. Aqueous cosmetic cleansing preparation containing a. At least one amphoteric and / or zwitterionic surfactant b. Alkylamidothiazoles.

2. Cleaning preparation according to claim 1 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 wt.% based on the total weight of the cosmetic cleaning preparation.

3. Cleaning preparation according to one of the preceding claims, characterized in that the alkylamidothiazole(s) 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 Alkyl-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 simply or multiplely substituted with -OH, -F, -CI, -Br, -I, -OMe, -NH2, -CN), -Ci-C24-heteroaryl (possibly simply or multiplely 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-Cycloalkyl, -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.

4. 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 A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-3-hydroxypropanamide A / -(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-methoxyacetamide 3-amino- / V-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)propanamide W-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)acetamide / V-(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 5. 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.

6. Cleaning preparation according to one of the preceding claims characterized in that it contains, as amphoteric and / or zwitterionic surfactants, in particular sodium cocoamphoacetate, disodium cocoamphodiacetate, sodium cocoamphopropionate, disodium cocoamphodipropionate, coco betaine, lauryl betaine and / or cocamidopropyl betaine.

7. Cleaning preparation according to one of the preceding claims characterized in that it contains sodium cocoamphoacetate, disodium cocoamphodiacetate, sodium cocoamphopropionate, disodium cocoamphodipropionate, coco betaine, lauryl betaine and / or cocamidopropyl betaine, wherein the total proportion of the amphoteric and / or zwitterionic surfactants is from 0.5 wt.% to 10.0 wt.%, preferably from 1.5 wt.% to 9.0 wt.% and particularly preferably from 2.0 wt.% to 8.0 wt.%, based on the total weight of the cleaning preparation.

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 is from 0.1 wt.% to 5.0 wt.%, preferably from 0.5 wt.% to 3.0 wt.%, and particularly preferably from 1.0 wt.% to 2.0 wt.% based on the total weight of the cleaning preparation.

9. 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 particularly preferably from 2.0 to 8.0 wt.% based on the total weight of the cleaning preparation.

10. Cleaning preparation according to one of the preceding claims, characterized in that the pH value is from 3.8 to 9.0, preferably from 4.0 to 8.0, particularly preferably from 4.2 to 7.

0.

11. Cleaning preparation according to one of the preceding claims, characterized in that it is free of sulfate-containing surfactants.

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 / capryl 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 1.0 to 15.0 wt.%, preferably 4.0 wt.% to 13.0 wt.% and particularly preferably 6.0 to 10.0 wt.% 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 of 1.0 wt.% to 5.0 wt.%, preferably of 2.0 wt.% to 4.0 wt.% and particularly preferably of 2.5 wt.% to 3.5 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 1.0 wt.%, preferably from 0.3 wt.% to 1 wt.% and particularly preferably from 0.4 wt.% to 0.9 wt.%, based on the total weight of the preparation.

17. Use of the cleaning preparation according to one of the preceding claims to increase light stability.