AU2015252336A1 - Sunscreen having reduced tendency to stain textiles II - Google Patents
Sunscreen having reduced tendency to stain textiles II Download PDFInfo
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- AU2015252336A1 AU2015252336A1 AU2015252336A AU2015252336A AU2015252336A1 AU 2015252336 A1 AU2015252336 A1 AU 2015252336A1 AU 2015252336 A AU2015252336 A AU 2015252336A AU 2015252336 A AU2015252336 A AU 2015252336A AU 2015252336 A1 AU2015252336 A1 AU 2015252336A1
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- methoxydibenzoylmethane
- ethylhexyl
- butyl
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/51—Chelating agents
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- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
The invention relates to a cosmetic preparation containing a) 4-(tert.-butyl)-4'-methoxydibenzoylmethane (INCI butyl methoxydibenzoylmethane), and b) one or more complexing agents selected from the group comprising phosphonic acids, phosphoric acids and carboxylic acids with less than 2 nitrogen atoms and/or the alkali salts and/or the amine N-oxides thereof.
Description
Beiersdorf Aktiengesellschaft Hamburg
Description
Sunscreen having reduced tendency to stain textiles II
The present invention relates to a cosmetic preparation comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane) and one or more complexing agents selected from the group comprising phosphonic acids, phosphoric acids and carboxylic acids having less than 2 nitrogen atoms and/or alkali metal salts thereof and/or amine-N-oxides thereof.
The trend away from pale complexion towards "healthy, athletic tanned skin" has continued for many years. To achieve this, people expose their skin to solar radiation since this causes pigment formation in terms of melanin formation. However, the ultraviolet radiation of sunlight also has a harmful effect on skin. In addition to acute damage (sunburn), long-term harm such as an increased risk of skin cancer arises on excessive irradiation with light in the UVB range (wavelength: 280-320 nm). Excessive exposure to UVB and UVA radiation (wavelength: 320-400 nm) additionally leads to a weakening of the elastic and collagen fibers of the connective tissue. This leads to numerous phototoxic and photoallergic reactions and results in premature ageing of the skin.
To protect the skin, a series of photoprotective filter substances were therefore developed which may be used in cosmetic preparations. In the majority of industrialized countries, these UVA and UVB filters are compiled in the form of positive lists, such as annex 7 to the cosmetics regulation.
The plethora of commercially available sunscreens should not however obscure the fact that these preparations from the prior art have a series of disadvantages.
Cosmetic preparations, such as sunscreen preparations which are applied to the skin, regularly come into contact (intentionally or unintentionally) with clothing and linen (e.g. towels) to which they remain partly adhered (e.g. by "abrasion" or because they are "absorbed" by the fibrous material). In this manner, depending on the type of ingredients, stains and discolorations are formed, especially on light-coloured textiles. These discolorations are particularly caused by non-water-soluble UVA and broadband filters. The stains are difficult to remove by conventional detergents and reinforced even more during the washing process by interactions with ions in the washing water.
Although WO2011/101250 is known to those skilled in the art, this document could not have indicated the approach of the present invention. WO 2012078961 describes chelating polymers for photostabilization of avobenzone and reduction of the formation of colored complexes when washing in hard water, but this document likewise could not have indicated the approach of the present invention.
Moreover, a person skilled in the art is aware in principle of cosmetic preparations comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane) and the complexing agent EDTA. However, the effect of stain reduction by EDTA is limited in an alkaline medium such as in washing water.
The object of the present invention, therefore, was to overcome the disadvantages of the prior art and to develop a cosmetic preparation (especially a sunscreen) comprising a non-water-soluble UVA filter, such as 4-(tert-butyl)-4'-methoxydibenzoylmethane, which can be more easily washed out of textiles contaminated with the preparation.
Surprisingly, the object is achieved by a cosmetic preparation comprising a) 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane), b) one or more complexing agents selected from the group comprising phosphonic acids, phosphoric acids and carboxylic acids having less than 2 nitrogen atoms and/or alkali metal salts thereof and/or amine-N-oxides thereof.
It is advantageous in accordance with the invention if the preparation according to the invention comprises 4-(tert-butyl)-4'-methoxydibenzoylmethane in an amount from 0.01 to 5.0% by weight, based on the total weight of the preparation.
It is preferred in accordance with the invention if the preparation according to the invention comprises 4-(tert-butyl)-4'-methoxydibenzoylmethane in an amount from 2 to 5% by weight, based on the total weight of the preparation.
It is advantageous in the context of the present invention if the preparation according to the invention comprises one or more complexing agents b) in an amount of 0.1 to 3% by weight, based on the total weight of the preparation.
It is preferred in the context of the present invention if the preparation according to the invention comprises one or more complexing agents b) in an amount of 0.5 to 1.5% by weight, based on the total weight of the preparation.
Embodiments of the present invention advantageous in accordance with the invention are characterized in that the complexing agents b) are selected from the group of compounds comprising aminopolycarboxylates, polyphosphonates, polyphosphates and complex-forming acids.
It is preferred here in accordance with the invention if the complexing agents b) used are one or more compounds from the group comprising 1-hydroxyethane-(1,1-diphosphonic acid)/ HEDP aminotrimethylenephosphonic acid/ ATMP diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP ethylenediaminetetra(methylenephosphonic acid / EDTMP phosphonobutanetricarboxylic acid/ PBTC iminodisuccinate - sodium polyphosphate - tetrasodium pyrophosphate - hydroxamic acid - polygalacturonic acid succinic acid - formic acid - malic acid and/or alkali metal salts thereof.
Embodiments of the present invention particularly preferred in accordance with the invention are characterized in that the complexing agents b) used are one or more of the compounds from the group comprising
diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP ethylenediaminetetra(methylenephosphonic acid / EDTMP - aminotrimethylenephosphonic acid/ ATMP iminodisuccinate sodium polyphosphate - tetrasodium pyrophosphate succinic acid and/or alkali metal salts thereof.
Advantageous alkali metal salts according to the invention are in this case sodium and potassium salts, sodium salts being preferred in accordance with the invention.
Embodiments of the present invention advantageous in accordance with the invention are characterized in that the ratio by weight of 4-(tert-butyl)-4'-methoxydibenzoylmethane to the total amount of complexing agents of group b) is from 5:1 to 5:3.
It is advantageous in accordance with the invention if the preparation according to the invention is in the form of an emulsion. In accordance with the invention, it is preferred in such a case if the preparation is in the form of an oil-in-water emulsion (O/W emulsion).
In such a case, embodiments of the present invention advantageous in accordance with the invention are characterized in that the preparation comprises one or more emulsifiers selected from the group of compounds comprising glyceryl stearate citrate, cetearyl alcohol, sodium cetearyl sulfate, glyceryl stearate, cetearyl sulfosuccinate, sodium stearoyl glutamate, polyglyceryl-3 methylglucose distearate, polyglyceryl-3 methylglucose distearate, stearic acid, potassium cetyl phosphate.
It is advantageous in accordance with the invention if the preparation according to the invention comprises one or more UV filters selected from the group of compounds comprising 2-phenylbenzimidazole-5-sulfonic acid and/or salts thereof; phenylene-1,4-bis(2-benzimidazyl)-3,3’-5,5’-tetrasulfonic acid salts; 1,4-di(2-oxo-10-sulfo-3-bornylidenemethyl)benzene and salts thereof; 4-(2-oxo-3-bornylidenemethyl)benzenesulfonic acid salts; 2-methyl-5-(2-oxo-3-bornylidenemethyl)sulfonic acid salts; 2,2’-methylenebis(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol); 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]phenol; 3-(4-methylbenzylidene)camphor; 3-benzylidenecamphor; ethylhexyl salicylate; terephthalidenedicamphorsulfonic acid; 2-ethylhexyl 2-cyano-3,3-diphenylacrylate; 2-ethylhexyl 4-(dimethylamino)benzoate; amyl 4-(dimethylamino)benzoate; di(2-ethylhexyl) 4-methoxybenzalmalonate; 2-ethylhexyl 4-methoxycinnamate; isoamyl 4-methoxycinnamate; 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone; homomenthyl salicylate; 2-ethylhexyl 2-hydroxybenzoate; dimethicodiethylbenzalmalonate; 3-(4-(2,2-bis ethoxycarbonylvinyl)phenoxy)propenyl)methoxysiloxane / dimethylsiloxane - copolymer; hexyl 2-(4'-diethylamino-2'-hydoxybenzoyl)benzoate; dioctylbutylamidotriazone (INCI:
Diethylhexyl Butamidotriazone); 2,4-bis[5-1 (dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine with (CAS No. 288254-16-0); 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine); tris(2-ethylhexyl) 4,4',4"-(1,3,5-triazine-2,4,6-triyltriimino)trisbenzoate (also: 2,4,6-tris[anilino-(p-carbo-2'-ethyl-T-hexyloxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone); 2,4,6-tribiphenyl-4-yl-1,3,5-triazine; merocyanine; titanium dioxide; zinc oxide.
It is particularly preferred in accordance with the invention in this case if the preparation is free of 3-(4-methylbenzylidene)camphor and 2-hydroxy-4-methoxybenzophenone (oxybenzone).
Advantageous embodiments according to the invention may be obtained wherein the preparation comprises ethylhexylglycerin, polyglyceryl-2 caprate, propylene glycol, butylene glycol, 2-methylpropane-1,3-diol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and/or 1,2-decanediol.
It is advantageous in accordance with the invention if the preparation according to the invention comprises phenoxyethanol and/or methylparaben.
It is preferred in accordance with the invention in this case if the preparation is free of propylparaben and butylparaben, 3-iodo-2-propynyl butylcarbamate.
Advantageous embodiments in accordance with the invention are also characterized in that the emulsion comprises one or more active ingredients selected from the group of compounds comprising magnolia extract, gylcyrrhetic acid, urea, arctiin, alpha-lipoic acid, folic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, carnitine, carnosine, caffeine, natural and/or synthetic isoflavonoids, glycerylglucose, creatine, creatinine, taurine, tocopherol, tocopherol acetate, β-alanine and/or licochalcone A.
The preparation according to the invention may further advantageously comprise glycerol and/or ethanol. In such a case, a glycerol concentration of 0.01 to 10% by weight, based on the total weight of the preparation, is advantageous in accordance with the invention. The range advantageous in accordance with the invention for ethanol is from 0.01 to 10% by weight, based on the total weight of the preparation.
The oil phase of the preparation according to the invention may also comprise further oil, fat or wax components, for example polar oils from the group of lecithins or compounds such as coco glyceride, capryl/capric triglyceride, olive oil, sunflower oil, jojoba oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheatgerm oil, grapeseed oil, safflower oil, evening primrose oil, macadamia nut oil and so on. It is also possible to use compounds such as phenethyl benzoate, 2-phenylethyl benzoate, isopropyl lauroyl sarcosinate, phenyl trimethicone, cyclomethicone, dibutyl adipate, octyl palmitate, octyl cocoate, octyl isostearate, octyldodecyl myristate, octyldodecanol, cetearyl isononanoate, isopropyl myristate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyldodecyl palmitate, stearyl heptanoate, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate, tridecyl stearate, tridecyl trimellitate.
Also advantageous in accordance with the invention are, for example, natural waxes of animal and vegetable origin such as beeswax and other insect waxes and berry wax, shea butter and/or lanolin (wool wax).
The oil phase may also be selected advantageously from the group of dialkyl ethers and dialkyl carbonates, e.g. dicaprylyl ether (Cetiol OE) and/or dicaprylyl carbonate, which may be obtained from Cognis for example under the trade name Cetiol CC, are advantageous.
It is also advantageous to select the oil component(s) from the group comprising isoeicosan, neopentyl glycol diheptanoate, propylene glycol dicaprylate/dicaprate, caprylic/capric/diglyceryl succinate, butylene glycol dicaprylate/dicaprate, Ci2-i3-alkyl lactate, di-Ci2-i3-alkyl tartrate, triisostearin, dipentaerythrityl hexacaprylate/hexacaprate, propylene glycol monoisostearate, tricaprylin, dimethyl isosorbide. It is in particularly advantageous if the oil phase of the formulations according to the invention has a C12-i5-alkyl benzoate content.
Advantageous oil components are also, e.g. isopropyl palmitate, myristyl myristate, butyloctyl salicylate (obtainable for example under the trade name Hallbrite BHB from CP Hall), tridecyl salicylate (which is obtainable under the trade name Cosmacol ESI from Sasol), C12-C15 alkyl salicylate (obtainable under the trade name Dermol NS from Alzo), hexadecyl benzoate and butyloctyl benzoate and mixtures thereof (Hallstar AB).
Any mixtures of such oil and wax components can also be used advantageously in the context of the present invention.
The oil phase can also further comprise advantageously non-polar oils, for example those which can be selected from the group of branched and straight-chain hydrocarbons and waxes, especially mineral oil, vaseline (petrolatum), paraffin oil, squalane and squalene, polyolefins, hydrogenated polyisobutene, C13-16 isoparaffin and isohexadecane. In terms of polyolefins, the preferred substances are polydecenes.
Advantageous embodiments of the present invention in accordance with the invention are thereby also characterized in that the emulsion comprises dimethicone and/or cyclomethicone.
As polymeric film-forming agents for increasing water resistance, the preparation according to the invention can advantageously in accordance with the invention comprise vinylpyrrolidone/hexadecene. The addition of tapioca starch is also advantageous in accordance with the invention.
The preparation according to the invention can be used particularly advantageously as a daily care product or sunscreen.
Also in accordance with the invention is a method for facilitating the ability of cosmetic preparations comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane) to be washed out from textiles, characterized in that one or more complexing agents according to the invention are added to the cosmetic.
The method for reducing textile staining caused by cosmetic preparations comprising the UV photoprotective filter (especially 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane)) is also in accordance with the invention, characterized in that one or more complexing agents according to the invention are added to the cosmetic.
Also in accordance with the invention is the use of complexing agents according to the invention in cosmetic preparations comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane) for facilitating the ability of UV photoprotective filters to be washed out from textiles contaminated with the preparations, and also the use of complexing agents according to the invention in cosmetic preparations comprising UV photoprotective filters (especially 4-(tert-butyl)-4'-methoxydibenzoylmethane (I NCI Butyl Methoxydibenzoylmethane)) for reducing textile staining caused by the preparation.
Comparative experiment
The effect in accordance with the invention can be substantiated with the following experiment by way of example:
In each case, 1% auxiliary according to the invention was added to a formulation comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane) and the stain-reducing effect (reduction b*) compared to a formulation without complexing agent according to the invention was determined by the methods described.
As evidence of the improved ability to be washed out and reduced stain formation of the preparations according to the invention, in vitro investigations were conducted of which the results are presented in Figure 1 and Table 1.
Various sunscreen emulsions were investigated with respect to the formation of yellow stains by means of an in vitro application/wash cycle. White pre-washed cotton monitors (100% cotton) were used here. For this purpose, 25 mg of the test formulation were distributed uniformly on PMMA Schonberg plates (5.0 x 5.0 cm) and transferred directly to the test textile by pressure. The stained cotton samples were then dried in air under laboratory conditions for 12 h.
After drying, a colorimetric characterization of the resulting initial staining is carried out by measuring the degree of yellowing using the spectro-color colorimeter (Dr. Lange); color measurement software: spectral-QC, version measurement geometry: d/8°, gloss component excluded, type of light: D65 (corresponding to average daylight), calibration standard: LZM 268, measurement aperture: 10mm, sample background: substrate paper without optical brightener, test climate: 21 °C (±1°C), 41% (±4%) rel. atmospheric humidity.
For the evaluation, the changes in the b value from the CIE-Lab color measurement system are used. The B axis in the CIE-Lab system characterizes the yellow/blue color impression, where positive b values stand for an increase in the yellow fraction. The higher the b value, the greater the yellow impression.
After the measurement procedure, a separate washing of the test cloths is carried out in the dye- and washing-fastness device Linitest Plus (Atlas) (60°C, 1 h, 20 rpm, Ariel Compact powder detergent, 10 metal balls as ballast) and then a rinsing procedure (20°C, 15 min, tap water).
After drying for 12 h under laboratory conditions, a colorimetric colorization of the resulting staining is carried out again by measuring the color values as already described using the spectro-color colorimeter (Dr. Lange).
The CIE-Lab system or L*a*b* color space is a three-dimensional measurement space in which all perceivable colors are contained. The color space is constructed on the basis of the opponent color theory. One of the most important properties of the L*a*b* color model is its instrument independence, i.e. the colors are defined independently of the nature of their production and display technology.
The corresponding EU guideline is DIN EN ISO 11664-4 "Colorimetry - part 4: CIE 1976 L*a*b* color space". The coordinates of the CIELAB plane are formed from the red/green value a and the yellow/blue value b. The lightness axis L stands perpendicular to this plane. According to DIN 6174, L, a and b should be written with * in order to differentiate them from others, e.g. the "Hunter-Lab" system.
Table 1: Preparations tested and their yellow value reduction of stains; b* value [%]
The results show a clear stain reduction by using complexing agents compared to the formulation without the complexing agents according to the invention (example 11).
Examples
The examples are intended to illustrate the invention without limiting it. Unless otherwise stated, all quantitative data, fractions and percentages are based on the weight and on the total amount or the total weight of the preparations.
Claims (15)
- Patent claims1. A cosmetic preparation comprising a) 4-(tert-butyl)-4'-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane), b) one or more complexing agents selected from the group comprising phosphonic acids, phosphoric acids and carboxylic acids having less than 2 nitrogen atoms and/or alkali metal salts thereof and/or amine-N-oxides thereof.
- 2. The cosmetic preparation as claimed in claim 1, characterized in that the preparation comprises 4-(tert-butyl)-4'-methoxydibenzoylmethane in an amount from 0.01 to 5.0% by weight, based on the total weight of the preparation.
- 3. The cosmetic preparation as claimed in either of the preceding claims, characterized in that the preparation comprises one or more complexing agents b) in a total amount of 0.1 to 3% by weight, based on the total weight of the preparation.
- 4. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the complexing agents b) are selected from the group of compounds comprising aminopolycarboxylates, polyphosphonates, polyphosphates and complex-forming acids.
- 5. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the ratio by weight of 4-(tert-butyl)-4'-methoxydibenzoylmethane to the total amount of complexing agents of group b) is from 5:1 to 5:3.
- 6. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the complexing agent b) used is one or more compounds from the group comprising - 1-hydroxyethane-(1,1-diphosphonic acid)/ HEDP - aminotrimethylenephosphonic acid/ ATMP - diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP - ethylenediaminetetra(methylenephosphonic acid)/ EDTMP - phosphonobutanetricarboxylic acid/ PBTC - iminodisuccinate - sodium polyphosphate - tetrasodium pyrophosphate - hydroxamic acid - polygalacturonic acid - succinic acid - formic add - malic acid and/or alkali metal salts thereof.
- 7. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the complexing agent b) used is one or more compounds from the group comprising - diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP - aminotrimethylenephosphonic acid/ ATMP - ethylenediaminetetra(methylenephosphonic acid)/ EDTMP - iminodisuccinate - sodium polyphosphate - tetrasodium pyrophosphate - succinic acid and/or alkali metal salts thereof.
- 8. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the preparation is in the form of an oil-in-water emulsion (O/W emulsion).
- 9. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the preparation comprises one or more emulsifiers selected from the group of compounds comprising glyceryl stearate citrate, cetearyl alcohol, sodium cetearyl sulfate + glyceryl stearate, cetearyl sulfosuccinate, sodium stearoyl glutamate, polyglyceryl-3 methylglucose distearate, polyglyceryl-3 methylglucose distearate, stearic acid, potassium cetyl phosphate.
- 10. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the preparation comprises one or more UV filters selected from the group of compounds comprising 2-phenylbenzimidazole-5-sulfonic acid and/or salts thereof; phenylene-1,4-bis(2-benzimidazyl)-3,3’-5,5’-tetrasulfonic acid salts; 1,4-di(2-oxo-10-sulfo-3-bornylidenemethyl)benzene and salts thereof; 4-(2-oxo-3-bornylidenemethyl)benzenesulfonic acid salts; 2-methyl-5-(2-oxo-3-bornylidenemethyl)sulfonic acid salts; 2,2’-methylenebis(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol); 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]phenol; 3-(4-methylbenzylidene)camphor; 3-benzylidenecamphor; ethylhexyl salicylate; terephthalidenedicamphorsulfonic acid; 2-ethylhexyl 2-cyano-3,3-diphenylacrylate; 2-ethylhexyl 4-(dimethylamino)benzoate; amyl 4-(dimethylamino)benzoate; di(2-ethylhexyl) 4-methoxybenzalmalonate; 2-ethylhexyl 4-methoxycinnamate; isoamyl 4-methoxycinnamate; 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone; homomenthyl salicylate; 2-ethylhexyl 2-hydroxybenzoate; dimethicodiethylbenzalmalonate; 3-(4-(2,2-bis ethoxycarbonylvinyl)phenoxy)propenyl)methoxysiloxane / dimethylsiloxane -copolymer; hexyl 2-(4'-diethylamino-2'-hydoxybenzoyl)benzoate; dioctylbutylamidotriazone (INCI: Diethylhexyl Butamidotriazone); 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine with (CAS No. 288254-16-0); 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (I NCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine); tris(2-ethylhexyl) 4,4',4"-(1,3,5-triazine-2,4,6-triyltriimino)trisbenzoate (also: 2,4,6-tris[anilino-(p-carbo-2'-ethyl-1'-hexyloxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone); 2,4,6-tribiphenyl-4-yl-1,3,5-triazine; merocyanine; titanium dioxide; zinc oxide.
- 11. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the preparation comprises one or more compounds selected from the group of compounds comprising ethylhexylglycerin, polyglyceryl-2 caprate, propylene glycol, butylene glycol, 2-methylpropane-1,3-diol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and/or 1,2-decanediol.
- 12. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the preparation comprises phenoxyethanol and/or methylparaben.
- 13. The cosmetic preparation as claimed in any of the preceding claims, characterized in that the emulsion comprises one or more active ingredients selected from the group of compounds comprising magnolia extract, gylcyrrhetic acid, urea, arctiin, alpha-lipoic acid, folic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, carnitine, carnosine, caffeine, natural and/or synthetic isoflavonoids, glycerylglucose, creatine, creatinine, taurine, tocopherol, tocopherol acetate, β-alanine and/or licochalcone A.
- 14. A method for facilitating the ability of cosmetic preparations comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (I NCI Butyl Methoxydibenzoylmethane) to be washed out from textiles, characterized in that one or more complexing agents according to any of the preceding claims are added to the cosmetic.
- 15. The use of complexing agents according to any of the preceding claims in cosmetic preparations comprising 4-(tert-butyl)-4'-methoxydibenzoylmethane (I NCI Butyl Methoxydibenzoylmethane) for facilitating the ability of UV photoprotective filters to be washed out from textiles contaminated with the preparations.
Priority Applications (1)
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AU2019279906A AU2019279906A1 (en) | 2014-04-28 | 2019-12-09 | Sunscreen having reduced tendency to stain textiles II |
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DE102014207916.0A DE102014207916A1 (en) | 2014-04-28 | 2014-04-28 | Sunscreen with reduced tendency to textile staining II |
DE102014207916.0 | 2014-04-28 | ||
PCT/EP2015/057806 WO2015165710A1 (en) | 2014-04-28 | 2015-04-10 | Sunscreen having reduced tendency to stain textiles ii |
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AU2019279906A Division AU2019279906A1 (en) | 2014-04-28 | 2019-12-09 | Sunscreen having reduced tendency to stain textiles II |
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AU2015252336B2 AU2015252336B2 (en) | 2019-12-12 |
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EP (1) | EP3137042B2 (en) |
CN (1) | CN106456496A (en) |
AU (2) | AU2015252336B2 (en) |
BR (1) | BR112016025087B1 (en) |
DE (1) | DE102014207916A1 (en) |
ES (1) | ES2752158T3 (en) |
WO (1) | WO2015165710A1 (en) |
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DE102016205580A1 (en) | 2016-04-05 | 2017-10-05 | Beiersdorf Ag | New sunscreen with reduced tendency to textile staining |
DE102016211238A1 (en) * | 2016-06-23 | 2017-12-28 | Beiersdorf Ag | Sunscreen with reduced textile stain |
DE102016211239A1 (en) * | 2016-06-23 | 2017-12-28 | Beiersdorf Ag | Latest sunscreen with reduced tendency to textile staining |
DE102016220547A1 (en) * | 2016-10-20 | 2018-04-26 | Beiersdorf Ag | Ethanolic sunscreen with reduced tendency to textile staining |
DE102017201235A1 (en) | 2017-01-26 | 2018-07-26 | Beiersdorf Ag | Use of dimethylaminohydroxybenzoylhexylbenzoate in cosmetic sunscreens |
KR20210072793A (en) | 2018-10-05 | 2021-06-17 | 바스프 에스이 | Methylene Bis-Benzotriazolyl Tetramethylbutylphenol for Reducing Textile Discoloration |
CN112770716A (en) | 2018-10-05 | 2021-05-07 | 巴斯夫欧洲公司 | Sunscreen compositions comprising cresol troxazole trisiloxane to reduce fabric staining |
AU2020407856A1 (en) * | 2019-12-19 | 2022-07-21 | Skinosive | Adhesive photoprotective compounds and uses thereof |
EP4132660A1 (en) * | 2020-04-08 | 2023-02-15 | Beiersdorf AG | Anti-pollution composition |
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Publication number | Priority date | Publication date | Assignee | Title |
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JPH064529B2 (en) | 1985-03-20 | 1994-01-19 | 株式会社資生堂 | External skin preparation |
FR2675997B1 (en) | 1991-05-03 | 1993-12-24 | Oreal | TOPICAL ANTI FREE RADICAL COMPOSITION BASED ON SUPEROXIDE DISMUTASE AND A PHOSPHONIC DERIVATIVE. |
JP2000136122A (en) | 1998-10-28 | 2000-05-16 | Kose Corp | Skin lotion |
DE10307468A1 (en) * | 2003-02-21 | 2004-09-02 | Beiersdorf Ag | Stabilized cosmetic and dermatological emulsions contain pentasodium ethylenediaminetetramethylenephosphonate in addition to surfactants and pigments |
DE10356187A1 (en) * | 2003-12-02 | 2005-07-21 | Beiersdorf Ag | Active substance combinations of phytosterols and / or cholesterol and licochalcone A or an aqueous extract of Radix Glycyrrhizae inflatae, containing licochalcone A. |
JP4339136B2 (en) * | 2004-01-20 | 2009-10-07 | 株式会社資生堂 | Topical skin preparation |
US20060233736A1 (en) * | 2005-04-18 | 2006-10-19 | L'oreal | Cosmetic compositions containing mono-hydroxyl substituted amines and acid derivatives |
MX2008006663A (en) * | 2005-11-24 | 2008-09-22 | Basf Se | Chimeric keratin-binding effector proteins. |
US20090156485A1 (en) * | 2005-11-24 | 2009-06-18 | Base Se | Method for coupling keratin-binding polypeptides with effector molecules which support carboxylic groups or sulfonic acid groups |
FR2896153B1 (en) * | 2006-01-19 | 2012-12-07 | Oreal | AQUEOUS FLUID PHOTO-PROTECTIVE COMPOSITION BASED ON A POLY (ESTER-AMIDE) POLYMER WITH ESTER TERMINATION |
DE102008018786A1 (en) * | 2008-04-11 | 2009-10-15 | Beiersdorf Ag | Tinted preparation for day care |
IT1393370B1 (en) * | 2009-03-23 | 2012-04-20 | Rigano | COSMETIC COMPOSITIONS INCLUDING HYDROXYAPATITIS AS A PHYSICAL SOLAR FILTER |
DE102009027584A1 (en) * | 2009-07-09 | 2011-01-13 | Henkel Ag & Co. Kgaa | Process for the preparation of stable emulsions, in particular sunscreen formulations |
MX364819B (en) | 2009-09-18 | 2019-05-08 | Ecolab Usa Inc | Treatment of non-trans fats, fatty acids and sunscreen stains with a chelating agent. |
JP5553377B2 (en) * | 2009-09-24 | 2014-07-16 | 株式会社 資生堂 | Sunscreen cosmetics |
DE102010008320A1 (en) | 2010-02-17 | 2011-08-18 | Beiersdorf AG, 20253 | Use of substances to improve the washability of textile stains caused by UV filters |
JP4834775B2 (en) | 2010-03-04 | 2011-12-14 | 株式会社 資生堂 | Sunscreen composition |
JP2011236199A (en) * | 2010-04-13 | 2011-11-24 | Shiseido Co Ltd | Oil-in-water emulsion composition |
US20130309185A1 (en) * | 2010-12-10 | 2013-11-21 | Hani M. Fares | Compositions comprising stabilized keto- enol uv absorbers |
DE202012000469U1 (en) * | 2012-01-19 | 2012-01-31 | Bk Giulini Gmbh | Cosmetic additive containing alkali polyphosphates |
DE202013103395U1 (en) * | 2013-07-26 | 2013-08-13 | Sasol Germany Gmbh | Transparent sunscreen compositions and their use |
-
2014
- 2014-04-28 DE DE102014207916.0A patent/DE102014207916A1/en not_active Withdrawn
-
2015
- 2015-04-10 CN CN201580023665.7A patent/CN106456496A/en active Pending
- 2015-04-10 ES ES15716488T patent/ES2752158T3/en active Active
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2019
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BR112016025087A8 (en) | 2018-12-18 |
DE102014207916A1 (en) | 2015-10-29 |
BR112016025087A2 (en) | 2017-08-15 |
AU2019279906A1 (en) | 2020-01-02 |
AU2015252336B2 (en) | 2019-12-12 |
EP3137042B2 (en) | 2024-06-26 |
ES2752158T3 (en) | 2020-04-03 |
EP3137042A1 (en) | 2017-03-08 |
EP3137042B1 (en) | 2019-07-31 |
WO2015165710A1 (en) | 2015-11-05 |
BR112016025087B1 (en) | 2021-04-20 |
CN106456496A (en) | 2017-02-22 |
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