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Composition Based on Glycerol Ether/Polyol Mixtures

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Composition Based on Glycerol Ether/Polyol Mixtures (19) & (11) EP 2 316 410 A2 (12) EUROPEAN PATENT APPLICATION (43) Date of publication: (51) Int Cl.: 04.05.2011 Bulletin 2011/18 A61K 8/34 (2006.01) A61Q 19/00 (2006.01) A61Q 19/10 (2006.01) A61Q 17/00 (2006.01) (2006.01) (2006.01) (21) Application number: 10196397.3 A61Q 5/02 A61K 8/39 (22) Date of filing: 02.04.2008 (84) Designated Contracting States: • Herweg, Sabine AT BE BG CH CY CZ DE DK EE ES FI FR GB GR 22339, Hamburg (DE) HR HU IE IS IT LI LT LU LV MC MT NL NO PL PT • Weber, Klaus RO SE SI SK TR 20146, Hamburg (DE) • Gradtke, Ralf (30) Priority: 16.04.2007 DE 102007017851 25436, Tornesch (DE) (62) Document number(s) of the earlier application(s) in (74) Representative: Beroud, Amandine accordance with Art. 76 EPC: L’AIR LIQUIDE S.A. 08153945.4 / 1 992 327 Direction de la Propriété Intellectuelle 75 Quai d’Orsay (71) Applicants: 75321 Paris Cedex 07 (FR) • Air Liquide Santé (International) 75007 Paris (FR) Remarks: • SCHÜLKE & MAYR GMBH This application was filed on 22-12-2010 as a 22851 Norderstedt (DE) divisional application to the application mentioned under INID code 62. (72) Inventors: • Beilfuss, Wolfgang 22339, Hamburg (DE) (54) Composition based on glycerol ether/polyol mixtures (57) The invention relates to compositions which skin is prevented, the moisture content is regulated and comprise 1-(2-ethylhexyl) glycerol ether with 1,2- octane- the skin is regreased to an adequate extent. diol. As a result, as well as good microbicidal effective- ness, whitening is reduced or avoided, drying-out of the EP 2 316 410 A2 Printed by Jouve, 75001 PARIS (FR) EP 2 316 410 A2 Description [0001] The invention relates to compositions which, besides one or more glycerol ethers, comprise one or more polyols. [0002] Alcohols, polyols and also glycerol ethers in general are used widely in the field of cosmetic, pharmaceutical, 5 dermatological and also technical products. Criteria here are often antimicrobial effectiveness, and material and skin compatibility. [0003] There is a constant need for compositions with improved properties, with applications to the skin and the feel which arises following application of the corresponding product, and the resulting appearance also increasingly playing a greater role. Often, following use of corresponding products, an unpleasant feeling of dryness, a feeling of stickiness 10 and/or even an undesired visible residue presents itself, depending on the composition. [0004] At a time of increasing hygiene awareness on the part of the consumer and increased use of cosmetic cleansing and care products, such as, for example, soaps, creams, deodorant products, shower and bath preparations, the in- creased use of alcohol-, soap- and surfactant-containing products on the skin also often results in the above-stated unpleasant accompanying phenomena. 15 [0005] The object of the invention is therefore to provide compositions with microbicidal and/or preservative and/or cosmetic effect and/or dermatological effect and/or pharmaceutical effect which do not exhibit, or exhibit to a reduced degree, the above-stated disadvantages and unpleasant accompanying phenomena. In this connection, while achieving a good or improved microbicidal and simultaneously regreasing effect it is necessary to prevent or restrict so-called "whitening". This object is achieved through compositions which comprise 1-(2-ethylhexyl) glycerol ether with 1,2-oc- 20 tanediol. [0006] Preferred embodiments of the invention are subject matter of the dependent claims. [0007] Of particular advantage is the greater chemical stability of 1-(2- ethylhexyl) glycerol ether compared to fatty acid esters, e.g. mono- and diglycerides. On account of their ether structure, they can also be used in the alkaline sector. This is particularly advantageous for use in liquid soaps where, at high pH values and a large water content, hydrolysis 25 of the glycerides results with release of fatty acids, which manifests itself, inter alia, in a poor low-temperature stability of the corresponding products. Enzymatic cleavage with release of fatty acids, which can arise in the case of the glycerides, is also not to be feared in the case of the glycerol ethers. [0008] The compositions according to the invention comprise 1-(2-ethylhexyl) glycerol ether in an amount of from 0.01 to 30 or 40% by weight, preferably 0.05 to 10% by weight, in particular 0.1 to 5% by weight, preferably 0.5 to 2 or 3% 30 by weight. [0009] In addition, they comprise 1,2-octanediol in an amount of from 0.01 to 99.99% by weight, preferably 0.05 to 40% by weight, in particular 0.1 to 10% by weight, preferably 0.5 to 5 or 8% by weight. [0010] The use concentration of the components also varies as a function of the type and concentration of the other constituents, such as the washing-active substances and the further additives, and also depending on the strength of 35 the desired effect, in particular the microbicidal, anti- whitening and regreasingeffects. Excluded from the present invention are aftershave formulations which comprise 1-(2-ethylhexyl) glycerol ether, glycerol and ethanol, and also day creams which comprise 1-dodecyl glycerol ether and glycerol. [0011] The compositions according to the invention are antimicrobially or microbicidally effective and can be used in cosmetic, pharmaceutical, dermatological and also technical products (such as, for example, cooling lubricants) for 40 deactivating microorganisms such as bacteria, yeasts, fungi and viruses, including microorganisms which are compar- atively difficult to deactivate, such as mycobacteria, Mallasezia furfur, Propionibacterium acnes, and odour-causing microbes. [0012] In particular, application to the skin is possible here without problems, something which is also due to the excellent regreasing properties, the imparting of a very pleasant feel on the skin and also a very good spreadability on 45 the skin. [0013] Whenapplying cosmeticO/W emulsions (e.g. creams, lotions) to the skin, a troublesome effect is often observed, which is referred to as whitening effect. When using the compositions according to the invention, the troublesome "whitening" is advantageously avoided or considerably reduced. [0014] Besides 1-(2-ethylhexyl)glycerol ether and 1,2-octanediol, the compositions according to the invention can also 50 comprise suitable and optional additives, although these are not required for the preparation of the compositions according to the invention and can therefore also be omitted according to the most general embodiment of the invention. [0015] Suitable additives are, for example, aliphatic alcohols, such as ethanol, isopropanol, n-propanol and fatty alcohols, aromatic alcohols, such as benzyl alcohol, phenethyl alcohol, phenylpropanols, phenoxyethanol, phenoxypro- panols, and propylene glycol monobutyl ether, butyl diglycol, fatty alcohol esters and fatty acid esters. However, nonionic 55 and ionic surfactants, glucosides and other customary auxiliaries, such as thickeners, emulsifiers, preservatives, dis- persion auxiliaries etc. can also be used. Phenoxyethanol is a preferred additive here. Further functional additives are, for example, complexing agents and solubility promoters, which can be used particularly in the preparation of concen- trates. 2 EP 2 316 410 A2 [0016] The compositions are preferably aqueous, aqueous/alcoholic or alcoholic. They can also be present in the form of a concentrate, a low-viscosity thin-liquid or higher-viscosity but flowable composition, a cream, salve or paste, or an emulsion (W/O or O/W) . [0017] The application temperature can range from ambient temperature or room temperature (20°C) to, for example, 5 30°C, 37°C or 50°C or more, e.g. when used in masks. [0018] The other additives of the composition are selected depending on the desired consistency or the desired field of use. [0019] The compositions according to the invention can be in the form of an aqueous and/or alcoholic solution, cream or emulsion in which, in particular, a mixture with surface-active substances, in particular emulsifiers or surfactants, 10 and/or other additives is present. [0020] The compositions according to the invention can be used in particular in skincare products from the cosmetic and near-cosmetic sector. These include, for example, cleaning and care products, such as solid or liquid soaps, shower baths, shower gels, foam baths, shampoos, washing lotions, day creams, moisturizing creams, O/W or W/O care creams, O/W or W/O care emulsions, aftershave solutions or emulsions and hand dishwashing compositions. 15 [0021] The regreasing of the skin and the imparting of a pleasant feel on the skin and feeling of smoothness and the avoidance of stickiness following use also takes place surprisingly well through the combination of the glycerol ethers and di- and/or polyols present according to the invention. A silky, velvety, soft feel is produced in contrast to a waxy or oily feel. The spreadability and the ability to absorb on or in the skin is also improved. [0022] To improve the stability, the organoleptic properties and to prevent or reduce the formation of undesired deg- 20 radation products, it is particularly preferred to add stabilizers and/or antioxidants to the compositions according to the invention. [0023] Examples of stabilizers and/or antioxidants are - low-temperature stabilizers, such as lower alcohols, e.g. ethanol, propanols, glycols, e.g. 1,2-propylene glycol, glycol 25 ethers, - phenol compounds, such as 3-tert-butyl-4-hydroxyanisole, 2,6-di-tert-butyl-p-cresol, dodecyl gallate, pyrogallate, tocopherol (e.g. vitamin E), and its derivatives (e.g. vitamin E acetate), preferably vitamin E and its derivative, particularly preferably vitamin E. 30 [0024] The stabilizers and/or antioxidants can be present in the compositions in a concentration of from 0.0001% by weight to 5% by weight, preferably 0.001% by weight to 0.5% by weight, particularly preferably 0.01% by weight to 0.1% by weight, e.g.
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