AU2016238951A1 - Sunscreen compositions with heavily reduced textile staining as a result of Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine - Google Patents
Sunscreen compositions with heavily reduced textile staining as a result of Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine Download PDFInfo
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- AU2016238951A1 AU2016238951A1 AU2016238951A AU2016238951A AU2016238951A1 AU 2016238951 A1 AU2016238951 A1 AU 2016238951A1 AU 2016238951 A AU2016238951 A AU 2016238951A AU 2016238951 A AU2016238951 A AU 2016238951A AU 2016238951 A1 AU2016238951 A1 AU 2016238951A1
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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
- A61K8/40—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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
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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
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
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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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Abstract
Abstract Cosmetic preparation comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4 methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) and at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1 hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP.
Description
Sunscreen compositions with heavily reduced textile staining as a result of Bis-Ethylhexyloxyphenol Methoxyphenyl Tnazine
The present invention relates to a cosmetic preparation comprising 2,4-bis-{[4-(2-ethy!hexyioxy)-2--hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INC!: Bis-Ethylhexyloxyphenol Methoxyphenyl Tnazine) and at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpenfyi)-2(1H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP.
The trend away from gented pallor towards “healthy, sporty brown skin” has been unbroken for years. In order to achieve this, people subject their skin to solar radiation since this causes pigment formation in the sense of melanin formation. However, the ultraviolet radiation of sunlight also has a harmful effect on the skin. Besides the acute damage (sunburn), long-term damage such as an increased risk of suffering from skin cancer, arises with excessive irradiation with light from the UVB region (wavelength: 280-320 nm). Moreover, the effect of too much UVB and UVA radiation (wavelength: 320-400 nm) is a weakening of the elastic and collagenous fibres of connective tissue. This leads to numerous phototoxic and photoallergic reactions, resulting in premature skin ageing.
To protect the skin, a series of light protection filter substances has therefore been developed which can be used in cosmetic preparations. These UVA and UVB filters are summarized in most industrialized countries in the form of positive lists such as Annex 7 of the German Cosmetics Ordinance.
However, the multitude of commercially available sunscreen compositions must not hide the fact that these preparations of the prior art have a series of disadvantages.
Cosmetic preparations such as sunscreen preparations that are applied to the skin regularly come into contact (intentionally or unintentionally) with items of clothing and laundry articles (e.g. hand towels), where they partly remain stuck (e.g. as “rub-off” or because fhey are “absorbed” by the fibre materials). This leads, depending on the nature of the ingredients, to stains and discolorations particularly on light-coloured textiles. These discolorations are caused in particular by non-water-soluble UVA and broadband filters such as 2,4-bis-{[4- (2-ethylhexyioxy)-2-hydroxy]phenyi}-6-(4-methoxyphenyi)-1,3,5-triazine (INC!: Bis-Ethylhexyloxypheno! Methoxyphenyl Triazine). The stains are difficult to remove by washing with conventional detergents and even become more marked during the washing process as a result of interactions with ions in the washwater.
Any discussion of the prior art throughout the specification should in no way be considered as an admission that such prior art is widely known or forms part of common general knowledge in the field.
It is an object of the present invention to overcome or ameliorate at least one of the disadvantages of the prior art, or to provide a useful alternative.
It is an the object of the preferred embodiments of the present invention to develop a cosmetic preparation (in particular a sunscreen composition) comprising non-water-soluble broadband filters such as Bis-Ethylhexyloxyphenoi Methoxyphenyl Triazine which can be washed out of the textiles contaminated with the preparation more easily.
According to a tirst aspect of the present invention, there is provided a cosmetic preparation comprising 2,4-bis-{[4-(2-ethylhexyioxy)-2-hydroxy]phenyl}-6-(4-methoxypheny!)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) and at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1 -hydroxy-4-methyl~6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP.
According to a second aspect of the present invention, there is provided a method of facilitating the ability of cosmetic preparations comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) to be washed out of textiles, wherein at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethy!pentyl)-2(1 H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP are added to the cosmetic.
According to a third aspect of the present invention, there is provided a use of at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1 -hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP in cosmetic preparations comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INC!: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) according to the first aspect for facilitating the ability of the UV light protection filters to be washed out of textiles contaminated with the preparations.
Unless the context dearly requires otherwise, throughout the description and the claims, the words “comprise”, "comprising”, and the like are to be construed in an inclusive sense as opposed to an exclusive or exhaustive sense; that is to say, in the sense of “including, but not limited to”.
Although the prior art recognizes DE 102004011111, DE 102010054918, DE 10201005465, DE 102010054866, DE 19639817, EP0928193, EP1088546 and EP0463780, these specifications were unable to point the way to the present invention.
It is preferred according to the invention if the preparation comprises 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyi}-6-(4-methoxyphenyi)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine), cellulose gum and at least one additive selected from the group of compounds iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) and diethyienetriaminepenta(methylenephosphonic acid)/ DTPMP.
In accordance with the invention, the preparation according to the invention particularly preferably comprises, in addition to 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) and cellulose gum, two further additives selected from the group of compounds iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) and diethylenetriaminepentaimethylenephosphonic acid)/ DTPMP.
It is advantageous according to the invention if the preparation comprises 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) in an amount of from 0.01 to 10.0% by weight, based on the total weight of the preparation. According to the invention, preference is given here to a content of from 1 to 5% by weight, based on the total weight of the preparation.
The cellulose gum advantageous according to the invention is also referred to as sodium carboxymethyl cellulose. Embodiments of the present invention advantageous according to the invention are characterized in that the preparation comprises cellulose gum at a concentration of 0.01 to 2.0% by weight, based on the total weight of the preparation. Preference is given in accordance with the invention to use concentrations of 0.1 to 1.0% by weight, based on the total weight of the preparation.
The iminosuccinate advantageous according to the invention is advantageously used in the form of its tetrasodium salt (INC! Tetrasodium Iminodisuccinate).
It is advantageous according to the invention if the preparation comprises iminodisuccinate at a concentration of 0.01 to 2.0% by weight, based on the total weight of the preparation.
Preference is given in accordance with the invention to use concentrations of 0.1 to 1.0% by weight, based on the total weight of the preparation.
The diethylenetriaminepenta(methylenephosphonic acid) advantageous according to the invention, abbreviated to DTPMP, is preferably used according to the invention in the form of its sodium or potassium salt, where particular preference is given to the sodium salt.
It is advantageous in the context of the present invention if the preparation comprises diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP at a concentration of 0.01 to 1.0% by weight, based on the total weight of the preparation. Preference is given in accordance with the invention to use concentrations of 0,05 to 0.5% by weight, based on the total weight of the preparation.
Moreover, it is advantageous in the context of the present invention if the preparation comprises 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (piroctone) in a total amount of from 0.01 to 1.0% by weight, based on the total weight of the preparation. According to the invention, preference is given here to a content of from 0.1 to 0.5% by weight, based on the total weight of the preparation.
The addition of piroctone here can take place according to the invention in two ways. Firstly, the piroctone per se can be added to the preparation. Moreover, it can aiso be added in the form of its monoethanolamine salt. Both ways are in accordance with the invention.
The variant preferred according to the invention, however, is characterized in that the 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) is used in the form of its monoethanolamine salt (piroctone olamine).
If the piroctone is added in the form of piroctone olamine, then if is advantageous according to the invention to use this raw materia! in an amount of from 0.01 to 1.0% by weight, based on the total weight of the preparation, and preferably in an amount of from 0.1 to 0.5% by weight, based on the total weight of the preparation.
The preparation according to the invention can be present in the form of an alcoholic spray or gel or in the form of an emulsion.
If the preparation is present in the form of an alcoholic spray or gel, then it is advantageous according to the invention if the content of ethanol is from 20 to 70% by weight, based on the total weight of the preparation.
If the preparation according to the invention is in the form of an emulsion, then it is advantageous according to the invention if it is a O/W emulsion.
Moreover, those emulsions are characterized as advantageous according to the invention in that the preparation comprises one or more emulsifiers selected from the group of the compounds glyceryl stearate citrate, ceteary! alcohol, sodium cetearyl sulphate, glyceryl stearate, cetearyl suiphosuccinate, sodium stearoylglulamate, polygiyceryl-3 methylglucose distearate, stearic acid, polyglyceryi-10 stearate, potassium cetyl phosphate.
In the context of the present invention, it is advantageous if the cosmetic preparation is characterized in that the preparation comprises one or more UV filters which are selected from the group of the compounds 2-phenylbenzimidazole-5-sulphonic acid and/or salts thereof; phenyiene-1,4-bis(2-benzimidazyi)-3,3'-5,5'-tetrasulphonic acid salts; 1,4-di(2-oxo-10-sulpho-3-bornylidenemethyl)benzene and salts thereof; 4-(2-oxo-3-bornylidenemethyl)benzenesulphonic acid salts; 2-methyl-5-(2-oxo-3-bornyiidenemethyl)sulphonic acid salts; 2,2'-methylenebis(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethy!butyl)phenol); 2-(2H-benzotriazol-2-yi)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-f -[(tnmethyisiiyl)oxy]disiloxanyl]propyl]phenol; 3-(4-methylbenzylidene)camphor; 3-benzylidenecamphor; ethylhexyl salicylate; terephthalidenedicamphorsulphonic acid; 2-ethylhexyl 2-cyano-3,3-diphenyiacrylate; 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; dimethicodiethyl benzalmalonate; 3-(4-(2,2-bisethoxycarbonylvinyi)phenoxy)propenyl)methoxy-siloxane/dimethylsiloxane copolymer; hexyl 2-(4'-diethylamino-2'-hydoxybenzoyl)benzoate; dioctylbutylamidotriazone (INCI: Diethylhexyl-Butamidotriazone); 2,4-bis[5-1(dimethyl-propyl)benzoxazol-2-yi-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine with the CAS No. 288254-16-0; 4-(tert-butyl)-4'-methoxydibenzoylmethane; tris(2-ethylhexyl) 4,4',4"-(1,3,5-triazine-2,4,6-triyltriimino)tnsbenzoate (also: 2,4,6-tris[anilino(p-carbo-2'-ethyl-1'-hexyioxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone); 2,4,6-tribiphenyl-4-yl-1,3,5-triazine; merocyanines; titanium dioxide; zinc oxide.
In this connection, it is preferred according to the invention if the composition according to the invention comprises hexyl 2-{4'-diethylamino-2'-hydoxybenzoyl)benzoate and/or 4-{tert-butyl)-4'-methoxydibenzoylmethane.
The use concentration advantageous according to the invention for 4-(tert-butyi)-4'-methoxydibenzoylmethane in this connection is from 0.01 to 5% by weight, based on the total weight of the preparation.
The use concentration advantageous according to the invention for hexyi 2-(4'-diethy!amino-2’-hydoxybenzoyl)benzoate is here from 0.5 to 5% by weight, based on the total weight of the preparation.
It is advantageous according to the invention it the preparation comprises one or more compounds selected from the group of the compounds ethylhexylgiycerol, 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.
Moreover, it is advantageous according to the invention if the preparation comprises phenoxy-ethanol and/or methylparaben. in this connection, it is preferred according to the invention if the preparation comprises phenoxyethanoi in a concentration of from 0.01 to 1% by weight, based on the total weight of the preparation. it is advantageous according to the invention if the preparation comprises one or more active ingredients selected from the group of the compounds magnolia extract, alpha-lipoic acid, folic acid, phytoene, D-biotin, coenzyme Q10, aipha-glucosylrutin, carnitine, carnosine, polydocanol, natural and/or synthetic isoflavonoids, flavonoids, creatine, creatinine, taurine, β-alanine, tocopheryl acetate, panthenoi, magnoioi, honokiol, urea, hyaluronic acid, dihydroxyacetone, 8-hexadecene-1,16-dicarboxylic acid, giycyrrhetic acid, glucosyl glycerides and/or licochalcone A.
According to the invention, particular preference Is given here to the use of giycyrrhetic acid or plant extracts containing giycyrrhetic acid (e.g. Glycyrrhiza glabra),
According to the invention, it is preferred if the preparation is free from propyl· and butyl-paraben, 3-iodo-2-propynyi butylcarbamate, 3-(4-methylbenzylidene)camphor and 2-hydroxy-4-methoxybenzophenone (oxybenzone).
The preparation according to the invention advantageousiy comprises glycerol. The use concentration advantageous according to the invention for glycerol in the preparations according to the invention is from 0.01 to 15% by weight, based on the total weight of the preparation.
Embodiments advantageous according to the invention are obtained, last but not least, by the preparation comprising C12-15 aikyi benzoate, cyciomethicone, octyldodecanol, capryiic/capric acid triglycerides, butylene glycol dicaprylate/dicaprate, phenethyi benzoate, cocoglycerides di-n-butyi adipate and/or diisopropyi adipate.
Embodiments of the present invention advantageous according to the invention can in advantageous manner additionally comprise one or more further complexing agents. These can advantageousiy be selected from the group of the compounds of the EDTAs, amino-polycarboxylates, polyphosphonates, polyphosphates and complexing acids.
In this connection, it is preferred according to the invention if the complexing agents used are one or more of the compounds from the group
- ethylenediaminetetraacetic acid/EDTA
- 1-hydroxyethane(1,1-diphosphonic acid)/HEDP
- aminotrimethylenephosphonic acid/ATMP
ethylenediaminetetra(methylenephosphonic acid)/EDTMP
- phosphonobutanetricarboxylic acid/PBTC - 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 according to the invention are characterized in that the complexing agents used are one or more of the compounds from the group
ethylenediaminetetraacetic acid/EDTA
- ethylenediaminetetra(methylenephosphonic acid)/EDTMP
- aminotrimethylenephosphonic acid/ATMP - sodium polyphosphate tetrasodium pyrophosphate - succinic acid and/or alkali metal salts thereof.
Alkali metal salts advantageous according to the invention here are sodium and potassium salts, with the sodium salts being preferred according to the invention. it is advantageous in the context of the present invention if the preparation according to the invention comprises one or more of these additional complexing agents in a total amount of from 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 of these additional complexing agents in a total amount of from 0.5 to 1.5% by weight, based on the totai weight of the preparation.
Moreover, it is advantageous in the context of the present invention if the preparation comprises one or more compounds from the group of polysaccharides {excluding cellulose gum). These may be selected advantageously according to the invention from the group of compounds weian gum, scierotium gum and alginates (particularly sodium alginate).
It is in any case advantageous according to the invention if the preparation comprises polysaccharides in a totai amount of from 0.01 to 2% by weight, based on the total weight of the preparation.
It is advantageous in the context of the present invention if the preparation comprises one or more thickeners.
According to the invention, one or more thickeners are preferably selected here from the group of the compounds ammonium acryloyldimethyltaurate/VP copolymer, ammonium acryloyldimethyitaurate/beheneth-25 methacrylate copolymer, hydroxypropylcelluiose vinylpyrrolidone/acrylic acid copolymer.
It is particularly advantageous to select the film formers from the group of polymers based on polyvinylpyrrolidone (PVP).
Particular preference is given to copolymers of polyvinylpyrrolidone, for example the PVP hexadecene copolymer and the PVP eicosene copolymer, which are available under the trade names Antaron V216 and Antaron V220 from GAF Chemicals Cooperation.
Likewise advantageous are further polymeric film formers, such as, for example, sodium polystyrenesulphonate, which is available under the trade name Fiexan 130 from National Starch and Chemical Corp., and/or polyisobutene, available from Rewo under the trade name Rewopal PIB1000. Further suitable polymers are e.g. polyacrylamides (Seppigel 305), polyvinyl alcohols, PVP, PVP/VA copolymers, polyglycols, acryiate/octylacrylamide copolymer (Dermacry! 79). Likewise advantageous is the use of hydrogenated castor oil dimer dilinoleate (CAS 646054-62-8, INC! Hydrogenated Castor Oil Dimer Dilinoleate), which can be acquired from Kokyu Alcohol Kogyo under the name Risocast DA-H or else PPG-3 benzyl ether myristate (CAS 403517-45-3), which can be acquired under the trade name Crodamol STS from Croda Chemicals.
Particularly advantageous according to the invention is also the vinylpyrrolidone/triacontene copolymer which, for example, may be purchased from Ashland under the trade name Antaron WP-660.
It is also advantageous in the context of the present invention if the preparation according to the invention comprises one or more perfume substances selected from the group of compounds limonene, citral, linalool, alpha-isomethylionone, geraniol, citroneliol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyi acetate, 3-methyl-5-phenyl-1 -pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetralin, adipic acid diester, alpha-amyicinnamaldehyde, alpha-methylionone, amyl C butylphenylmethylpropional cinnamal, amyl salicylate, amyl cinnamyl alcohol, anise alcohol, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, bitter orange oil, butylphenylmethylpropioal, cardamom oil, cedrol, cinnamal, cinnamyl alcohol, citronellylmethyl crotonate, citrus oil, coumarin, diethyl succinate, ethyllinalool, ethylene brassylate, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac wood oil, hexylcinnamal, hexyl salicylate, hydroxycitronellal, lavender oil, lemon oil, linayl acetate, mandarin oil, menthyl RCA, methylheptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate and/or vanillin.
The pH advantageous according to the invention of the preparation according to the invention is 5-8.
With particular preference, the preparation according to the invention may be used as a day care product or sunscreen composition.
Furthermore in accordance with the invention is a method of facilitating the ability of cosmetic preparations comprising 2,4-bis-{[4-(2-efhyihexyioxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INC!: Bis-Ethylhexyloxyphenoi Methoxyphenyl Triazine) to be washed out of textiles, characterized in that at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP are added to the cosmetic, in this connection, the cosmetic can have a composition as described above in this method.
Not least in accordance with the invention is the use of at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1 -hydroxy-4-methy!-6-(2,4,4-trimethylpentyi)-2(1H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP in cosmetic preparations comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INC!: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) for facilitating the ability of the UV light protection filters to be washed out of textiles contaminated with the preparations. In this connection, the cosmetic can also have a composition here as described above.
Comparative experiment
The experiment below was able to demonstrate the effect according to the invention by way of example: 0.5% of the auxiliary according to the invention cellulose gum were added to a Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine-confainlng formulation and the stain-reducing effect (reduction db) was determined compared to a formulation without the auxiliary according to the invention by means of an in vitro washing method. Subsequently, the synergistic effect of two and three combinations was confirmed by addition of the further auxiliaries according to the invention.
As proof of the improved ability to be washed out and reduced staining of the preparations according to the invention, in vitro experiments were carried out, the results of which are shown in Table 1.
Various sunscreen emulsions were tested as regards the formation of yellow stains via an in vitro appiication/wash cycle. For this, white prewashed cotton monitors (100% cotton) were used. For this, in each case 50 mg of the test formulation were spread evenly on PMMA Schonberg plates (5.0 χ 5.0 cm) and transferred directly to the test textile using pressure. Then, the stained cotton samples were stored in the air for 12 h under laboratory conditions.
After drying, a colorimetric characterization of the resulting initial staining was carried out by measuring the degree of yellow using the spectro-colour colorimeter {Dr. Lange); colour measurement software: spectrai-QC, version measurement geometry: d/8°, gloss component excluded, type of light: D65 (corresponding to average daylight), calibration standard: LZM 268, measurement aperture: 10 mm, sample background: substrate paper without optica! brightener, test climate: 21 °C (±1°C), 41% (±4%) relative atmospheric humidity.
For the evaluation, the change in the b value from the CIE-Lab colour measurement system was used. The B axis in the CIE-Lab system characterizes the yellow/blue colour 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 operation, a separate washing of the test cloths was carried out in the dye- and washing-fastness device Linitest Pius (Atlas) (60°C, 1 h, 20 rpm, Ariel Compact power detergent, 10 metal balls as ballast) and then a rinsing operation (20°C, 15 min, tap water).
After drying for 12 h under laboratory conditions, a colorimetric characterization of the resulting staining was carried out again by measuring the colour values as already described using the spectro-colour colorimeter (Dr. Lange).
The CIE-Lab system or L*a*b* colour space is a three-dimensional measurement space in which all perceivable colours are contained. The colour space is constructed on the basis of the opponent colour theory. One of the most important properties of the L*a*b* colour model is its instrument independence, i.e. the colours 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* colour space”. The coordinates of the CIELAB plane are formed from the red/green vaiue 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: Overview of the yellow value reduction -db [%] using 1,2 and 3 additives
Conclusion: The substance combination according to the invention results in more heavily reduced textile staining than the single substance or two substance combinations.
Examples
The examples below are intended to illustrate the present invention without limiting it. Unless stated otherwise, all quantitative data, fractions and percentages are based on the weight and the total amount or on the total weight of the preparations.
Claims (17)
- Claims1. Cosmetic preparation comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) and at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP.
- 2. Cosmetic preparation according to claim 1, wherein the preparation comprises 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine), cellulose gum and at least one additive selected from the group of compounds iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) and diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP.
- 3. Cosmetic preparation according to claim 1 or 2, wherein the preparation comprises 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) in an amount of from 0.01 to 10.0% by weight, based on the total weight of the preparation.
- 4. Cosmetic preparation according to any one of the preceding claims, wherien the preparation comprises cellulose gum at a concentration of from 0.01 to 2% by weight, based on the total weight of the preparation.
- 5. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises iminodisuccinate at a concentration of from 0.01 to 2% by weight, based on the total weight of the preparation.
- 6. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises diethylenetriaminepenta(methylenephosphonic acid)/ DTPMP at a concentration of from 0.01 to 1% by weight, based on the total weight of the preparation.
- 7. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-pyridone (piroctone) in a total amount of from 0.01 to 1.0% by weight, based on the total weight of the preparation.
- 8. Cosmetic preparation according to any one of the preceding claims, wherein the 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (piroctone) is used in the form of its monoethanolamine salt (piroctone olamine).
- 9. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises one or more emulsifiers selected from the group of the compounds glyceryl stearate citrate, cetearyl alcohol, sodium cetearyl sulphate, glyceryl stearate, cetearyl sulphosuccinate, sodium stearoylglutamate, polyglyceryl-3 methylglucose distearate, stearic acid, polyglyceryl-10 stearate, potassium cetyl phosphate.
- 10. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises one or more UV filters which are selected from the group of the compounds 2-phenylbenzimidazole-5-sulphonic acid and/or salts thereof; phenylene-1,4-bis(2-benzimidazyl)-3,3'-5,5'-tetrasulphonic acid salts; 1,4-di(2-oxo-10-sulpho-3-bornylidenemethyl)benzene and salts thereof; 4-(2-oxo-3-bornylidenemethyl)benzene-sulphonic acid salts; 2-methyl-5-(2-oxo-3-bornylidenemethyl)sulphonic 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-[(trimethyl-silyl)oxy]disiloxanyl]propyl]phenol; 3-(4-methylbenzylidene)camphor; 3-benzylidene-camphor; ethylhexyl salicylate; terephthalidenedicamphorsulphonic 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-methoxybenzo-phenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone; 2,2'-dihydroxy-4-methoxy-benzophenone; homomenthyl salicylate; 2-ethylhexyl 2-hydroxy benzoate; dimethico-diethyl benzalmalonate; 3-(4-(2,2-bisethoxycarbonylvinyl)phenoxy)propenyl)methoxy-siloxane/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 the CAS No. 288254-16-0; 4-(tert-butyl)-4'-methoxydibenzoylmethane; tris(2-ethyl-hexyl) 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; merocyanines; titanium dioxide; zinc oxide.
- 11. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises one or more compounds selected from the group of the compounds ethylhexylglycerol, 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. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises phenoxyethanol and/or methylparaben.
- 13. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises one or more active ingredients selected from the group of the compounds magnolia extract, alpha-lipoic acid, folic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, carnitine, carnosine, polydocanol, natural and/or synthetic isoflavonoids, flavonoids, creatine, creatinine, taurine, β-alanine, tocopheryl acetate, panthenol, magnolol, honokiol, urea, hyaluronic acid, dihydroxyacetone, 8-hexadecene-1,16-dicarboxylic acid, glycyrrhetic acid, glucosyl glycerides and/or licochalcone A.
- 14. Cosmetic preparation according to any one of the preceding claims, wherein the preparation is free from propyl- and butylparaben, 3-iodo-2-propynyl butylcarbamate, 3-(4-methylbenzylidene)camphor and 2-hydroxy-4-methoxybenzophenone (oxybenzone).
- 15. Cosmetic preparation according to any one of the preceding claims, wherein the preparation comprises C12-15 alkyl benzoate, cyclomethicone, octyldodecanol, caprylic/capric acid triglycerides, butylene glycol dicaprylate/dicaprate, phenethyl benzoate, cocoglycerides, di-n-butyl adipate and/or diisopropyl adipate.
- 16. Method of facilitating the ability of cosmetic preparations comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) to be washed out of textiles, wherein at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP are added to the cosmetic.
- 17. Use of at least two additives selected from the group of compounds cellulose gum, iminodisuccinate, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (piroctone) and diethylenetriaminepenta (methylenephosphonic acid)/ DTPMP in cosmetic preparations comprising 2,4-bis-{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) according to any one of the preceding claims for facilitating the ability of the UV light protection filters to be washed out of textiles contaminated with the preparations.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102015219592.9 | 2015-10-09 | ||
DE102015219592.9A DE102015219592A1 (en) | 2015-10-09 | 2015-10-09 | Sunscreen with greatly reduced textile staining by bis-ethylhexyloxyphenol methoxyphenyl triazines |
Publications (1)
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AU2016238951A1 true AU2016238951A1 (en) | 2017-04-27 |
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Family Applications (1)
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AU2016238951A Abandoned AU2016238951A1 (en) | 2015-10-09 | 2016-10-07 | Sunscreen compositions with heavily reduced textile staining as a result of Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine |
Country Status (6)
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EP (1) | EP3153213B1 (en) |
CN (1) | CN107019651A (en) |
AU (1) | AU2016238951A1 (en) |
BR (1) | BR102016023237A2 (en) |
DE (1) | DE102015219592A1 (en) |
ES (1) | ES2756528T3 (en) |
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DE102017201235A1 (en) | 2017-01-26 | 2018-07-26 | Beiersdorf Ag | Use of dimethylaminohydroxybenzoylhexylbenzoate in cosmetic sunscreens |
DE102017204794A1 (en) * | 2017-03-22 | 2018-09-27 | Beiersdorf Ag | Sunscreen with triacontanyl PVP |
DE102017204793A1 (en) * | 2017-03-22 | 2018-09-27 | Beiersdorf Ag | Sunscreen with polyglyceryl-10 stearate and polyclyceryl-2 caprate |
DE102017212014A1 (en) * | 2017-07-13 | 2019-01-17 | Beiersdorf Ag | SUN PROTECTION AGENT PROTECTED BY TEXTILE TREATMENT BY 4- (TERT.-BUTYL) -4'-METHOXYDIBENZOYL METHANE |
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GB2245279B (en) | 1990-06-20 | 1993-04-07 | Unilever Plc | Shampoo composition |
DE19639817A1 (en) | 1996-09-27 | 1998-04-02 | Hoechst Ag | Use of 1-hydroxy-2-pyridones for the treatment of skin infections |
FR2798847B1 (en) | 1999-09-29 | 2001-11-23 | Oreal | COMPOSITION FOR THE TREATMENT OF DAIRY AND SCALP HAIR, BASED ON AN ANTI-DANDLING AGENT AND AN ACRYLIC TERPOLYMER |
DE10231062A1 (en) * | 2002-07-10 | 2004-01-22 | Beiersdorf Ag | Cosmetic and dermatological light protection formulations containing hydrophobized acrylamidomethylpropylsulfonic acid polymers |
DE10238649A1 (en) * | 2002-08-23 | 2004-03-11 | Beiersdorf Ag | Low-viscosity cosmetic or dermatological preparations of the oil-in-water type |
US20040063597A1 (en) * | 2002-09-27 | 2004-04-01 | Adair Matha J. | Fabric care compositions |
DE102004011111A1 (en) | 2004-03-08 | 2005-09-22 | Merck Patent Gmbh | Cosmetic or dermatological formulation, useful for photo stabilization of UV filters, comprises UV filters and 1-hydroxy-2-pyridone compounds e.g. 1-hydroxy 4-methyl-6-(2.4.4-trimethylpentyl)-2-(1H)-pyridone monoethanol amine salt |
DE102005022021A1 (en) * | 2005-05-12 | 2006-11-16 | Basf Ag | Isoalkane mixture, useful in hydrophobic component of homogenous/heterogeneous phase of cosmetic or pharmaceutical composition e.g. skin protectant, decorative cosmetic and hair treatment agent for damp bearing of skin |
DE102008016709A1 (en) * | 2008-03-31 | 2009-10-01 | Sebapharma Gmbh & Co. | Sunscreens |
DE102009027105A1 (en) * | 2009-06-23 | 2010-12-30 | Henkel Ag & Co. Kgaa | Sunscreen compositions with improved antioxidant potential |
WO2011033483A2 (en) * | 2009-09-18 | 2011-03-24 | Ecolab Usa Inc. | Treatment of non-trans fats, fatty acids and sunscreen stains with a chelating agent |
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 |
DE102010054865A1 (en) | 2010-12-17 | 2011-08-18 | Clariant International Ltd. | Use of a substance including hydroxypyridone and its salt for stabilizing a substance including hydrogen peroxide and hydrogen peroxide releasing substance |
DE102010054918A1 (en) | 2010-12-17 | 2011-06-30 | Clariant International Ltd. | Composition, useful e.g. for bleaching and/or dyeing of hair, comprises substances comprising hydrogen peroxide or hydrogen peroxide releasing substances, water, polymers with thickening properties and substances comprising hydroxypyridone |
DE102010050774A1 (en) * | 2010-11-10 | 2012-05-10 | Beiersdorf Ag | Cosmetic sunscreen spray |
WO2012078961A1 (en) * | 2010-12-10 | 2012-06-14 | Isp Investment Ins. | Compositions comprising stabilized keto-enol uv absorbers |
DE102010054866A1 (en) | 2010-12-17 | 2011-08-18 | Clariant International Ltd. | Composition, useful e.g. for bleaching and/or dyeing hair and as oxidative cleaning formulation, comprises substance comprising hydrogen peroxide and hydrogen peroxide releasing substances, water and substances comprising hydroxypyridones |
DE102011077037A1 (en) * | 2011-06-07 | 2012-12-13 | Beiersdorf Ag | Cosmetic or dermatological sunscreen formulation with improved water resistance |
EP2717834A2 (en) * | 2011-06-08 | 2014-04-16 | DSM IP Assets B.V. | Topical composition |
EP2545898A1 (en) * | 2011-07-14 | 2013-01-16 | Coty Germany Gmbh | Use of cosmetics against infrared radiation |
DE102013203017A1 (en) * | 2013-02-25 | 2014-08-28 | Beiersdorf Ag | Sunscreens with Ethylmethicon |
DE102013213174A1 (en) * | 2013-07-04 | 2015-01-08 | Beiersdorf Ag | Octocrylene-free sunscreen |
DE102013215828A1 (en) * | 2013-08-09 | 2015-02-12 | Beiersdorf Ag | Gel-shaped sunscreen with fatty alcohols |
DE102014202377A1 (en) * | 2014-02-10 | 2015-08-13 | Beiersdorf Ag | Stable cosmetic hydrodispersion |
US20150272848A1 (en) * | 2014-03-27 | 2015-10-01 | Louise Holyfield | Topical skin care formulations |
DE102014206156A1 (en) * | 2014-04-01 | 2015-10-01 | Beiersdorf Ag | Sunscreens with encapsulated UV filters III |
DE102014207935A1 (en) * | 2014-04-28 | 2015-10-29 | Beiersdorf Ag | Sunscreen with reduced tendency to textile staining III |
DE102014015554A1 (en) * | 2014-10-22 | 2016-04-28 | Beiersdorf Ag | Polysaccharide-containing sunscreens with reduced tendency to textile staining |
-
2015
- 2015-10-09 DE DE102015219592.9A patent/DE102015219592A1/en not_active Withdrawn
-
2016
- 2016-09-19 EP EP16189426.6A patent/EP3153213B1/en active Active
- 2016-09-19 ES ES16189426T patent/ES2756528T3/en active Active
- 2016-10-05 BR BR102016023237A patent/BR102016023237A2/en active Search and Examination
- 2016-10-07 AU AU2016238951A patent/AU2016238951A1/en not_active Abandoned
- 2016-10-08 CN CN201610879544.9A patent/CN107019651A/en active Pending
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EP3153213A1 (en) | 2017-04-12 |
EP3153213B1 (en) | 2019-08-28 |
CN107019651A (en) | 2017-08-08 |
BR102016023237A2 (en) | 2017-04-18 |
DE102015219592A1 (en) | 2017-04-13 |
ES2756528T3 (en) | 2020-04-27 |
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