AU2018200455A1 - Use of diethylamino hydroxybenzoyl hexyl benzoate in cosmetic sunscreens - Google Patents

Use of diethylamino hydroxybenzoyl hexyl benzoate in cosmetic sunscreens Download PDF

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AU2018200455A1
AU2018200455A1 AU2018200455A AU2018200455A AU2018200455A1 AU 2018200455 A1 AU2018200455 A1 AU 2018200455A1 AU 2018200455 A AU2018200455 A AU 2018200455A AU 2018200455 A AU2018200455 A AU 2018200455A AU 2018200455 A1 AU2018200455 A1 AU 2018200455A1
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preparation
inci
diethylamino
use according
hydroxybenzoyl
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AU2018200455A
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Heike Lerg
Tatjana Schade
Lisa Schuldt
Sarah Sprock
Stephanie Von Der Fecht
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Beiersdorf AG
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Beiersdorf AG
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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
    • A61K8/37—Esters of carboxylic 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds thereof
    • 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
    • A61K8/34—Alcohols
    • 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
    • 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
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/41—Amines
    • A61K8/415—Aminophenols
    • 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
    • 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
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • 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
    • A61K8/67—Vitamins
    • 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
    • A61K8/67—Vitamins
    • A61K8/678—Tocopherol, i.e. vitamin E
    • 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
    • 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
    • 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

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

Abstract The invention relates to a method for reducing textile staining and for increasing the sun protection factor (SPF) by adding 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) to cosmetic preparations, and to the use of 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) in cosmetic preparations for reducing textile staining caused by the preparation and for increasing the sun protection factor (SPF).

Description

The invention relates to a method for reducing textile staining and for increasing the sun protection factor (SPF) by adding 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) to cosmetic preparations, and to the use of 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) in cosmetic preparations for reducing textile staining caused by the preparation and for increasing the sun protection factor (SPF).
2018200455 19 Jan 2018
Use of diethylamino hydroxybenzoyl hexyl benzoate in cosmetic sunscreens
The present invention relates to methods for reducing textile stains and for increasing the sun protection factor (SPF) by adding 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) to cosmetic preparations, and to the use of 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) in cosmetic preparations for reducing textile stains caused by the preparation and for increasing the sun protection factor (SPF).
The trend away from a pale complexion toward healthy, athletic tanned skin has been unabated for years. In their quest to accomplish this goal, people expose their skin to sun radiation, since this causes a pigment, namely melanin, to be produced. The ultraviolet radiation of the sunlight, however, also has a damaging effect on the skin. In addition to immediate damage (sunburn), long-term damage occurs, such as an increased risk of skin cancer from excessive irradiation with light from the UVB range (wavelength: 280-320 nm). Excessive exposure to UVB and UVA radiation (wavelength: 320-400 nm) additionally weakens the elastic and collagen fibers of the connective tissue. This leads to numerous phototoxic and photoallergic reactions, causing premature aging of the skin.
A number of photoprotective filters have therefore been developed to protect the skin, which can be used in cosmetic preparations. In most industrialized nations, these UVA and UVB filters are compiled in the form of lists of allowed products, such as Annex VII of the Cosmetics Directive.
However, the multitude of commercially available sunscreen products must not obscure the fact that these preparations from the related art have a number of drawbacks.
Cosmetic preparations, such as sunscreen preparations, that are applied to the skin regularly come in contact (intentionally or inadvertently) with garments and linens (such as towels), to which these partially adhere (for example by abrasion or because these are absorbed by the fibrous materials). Depending on the type of ingredients, these result in stains and discolorations, in particular on light-colored textiles. These discolorations are caused in particular by non-water-soluble UVA and broadband filters. The stains are almost impossible to remove by washing using conventional detergents, and even intensify during the washing process due to interactions with ions of the washing water.
2018200455 19 Jan 2018
It was therefore the object of the present invention to eliminate the disadvantages of the prior art and to develop a solution for the textile staining problem in the cosmetic preparation itself, and to reduce the textile staining originating from these cosmetics.
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.
According to a first aspect the invention provides a method for reducing the textile staining caused by a cosmetic preparation comprising a UV photoprotective filter, wherein 2-[-4(diethylamino)-2-hydroxybenzoylj benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the cosmetic preparation.
According to a second aspect the invention provides the use of a cosmetic preparation comprising 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) in a UV photoprotective filter for reducing the textile staining caused by the preparation.
The key here is in particular to reduce the textile staining caused by the UV filter 2,4-bis-{[4(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: BisEthylhexyloxyphenol Methoxyphenyl Triazine). Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine is a broadband filter commonly used in cosmetics, which plays a key role in textile staining due to the yellow color thereof and because it is generally poorly soluble.
It is true that those skilled in the art have known cosmetic sunscreen products comprising a UV filter combination made of Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine and Diethylamino Hydroxybenzoyl Hexyl Benzoate for several years. However, what had not been discovered in the related art so far has been that Diethylamino Hydroxybenzoyl Hexyl Benzoate, serving as a pure UV-A filter, influences the UV-B filter properties of the BisEthylhexyloxyphenol Methoxyphenyl Triazine in such a way that the sun protection factor (SPF), which represents a degree of the UV-B protection of preparations on the skin, is considerably increased.
According to a third aspect the invention also provides a method for increasing the sun protection factor (SPF) of cosmetic a preparation comprising a UV photoprotective filter, wherein 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the cosmetic preparation.
2018200455 19 Jan 2018
According to a fourth aspect the invention also provides the use of cosmetic preparations comprising 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI:
Diethylamino Hydroxybenzoyl Hexyl Benzoate) in UV photoprotective filters for increasing the sun protection factor (SPF) of the preparation.
By adding Diethylamino Hydroxybenzoyl Hexyl Benzoate to preparations comprising BisEthylhexyloxyphenol Methoxyphenyl Triazine, the usage concentration may be decreased, whereby the textile staining caused by this filter is reduced. Moreover, by using Diethylamino Hydroxybenzoyl Hexyl Benzoate as a UV-A filter, it is also possible to reduce the usage concentration ofthe UV-A filter 4-(tert-butyl)-4’-methoxydibenzoylmethane (INCI Butyl Methoxydibenzoylmethane), so that additionally the textile staining caused by this UV filter, which is particularly difficult to wash out, is also reduced.
Within the scope of the present disclosure, the expressions preparation according to the invention, according to the invention and the like always refer to the method according to the invention and the use according to the invention.
Unless the context clearly 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”.
It is advantageous according to the invention when 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the preparation in a concentration of 0.05 to 1.5 wt.%, based on the total weight of the preparation.
It is preferred according to the invention when 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the preparation in a concentration of 0.05 to 1.0 wt.%, based on the total weight of the preparation.
Customarily, the preparations according to the invention are characterized in that the preparation comprises 2,4-bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) as a further UV filter.
2018200455 19 Jan 2018
In such a case, it is advantageous according to the invention when the preparation comprises 2,4-bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) in a concentration of 0.05 to
4.00 wt.%, based on the total weight of the preparation. According to the invention, a concentration of 0.05 to 2.25 wt.%, based on the total weight of the preparation, is preferred.
It is advantageous according to the invention when the preparation comprises 4-(tert-butyl)4’-methoxydibenzoylmethane (INCI: Butyl Methoxydibenzoylmethane) as a further UV filter.
In such a case, it is advantageous according to the invention when the preparation comprises 4-(tert-butyl)-4’-methoxydibenzoylmethane in a concentration of 1.00 to 5.00 wt.%, based on the total weight of the preparation. According to the invention, a concentration of 1.25 to 4.75 wt.%, based on the total weight of the preparation, is preferred.
Advantageous embodiments of the present invention are characterized in that the preparation comprises 2-phenylbenzimidazole-5-sulfonic acid or the salts thereof as a further UV filter.
In such a case, it is advantageous according to the invention when the preparation comprises 2-phenylbenzimidazole-5-sulfonic acid or the salts thereof in a concentration of 0.1 to 3.00 wt.%, based on the total weight of the preparation. According to the invention, a concentration of 0.1 to 1.5 wt.%, based on the total weight of the preparation, is preferred.
Furthermore, it is advantageous according to the invention when the preparation comprises 2-ethylhexyl 2-hydroxybenzoate (INCI: Ethylhexyl Salicylate) and/or 2,4,6-tris-[anilino-(pcarbo-2'-ethyl-1'-hexyloxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone) as further UV filters. A combination of the two UV filters is preferred according to the invention.
If the preparation according to the invention comprises 2-ethylhexyl 2-hydroxybenzoate (INCI: Ethylhexyl Salicylate), it is advantageous according to the invention to use this compound in a concentration of 0.05 to 5.00 wt.%, based on the total weight of the preparation.
If the preparation according to the invention comprises 2,4,6-tris-[anilino-(p-carbo-2'-ethyl-Thexyloxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone), it is advantageous according to the invention to use this compound in a concentration of 0.1 to 4.5 wt.%, based on the total weight of the preparation.
2018200455 19 Jan 2018
According to the invention, the preparation is particularly preferably free of 3-(4methylbenzylidene)-camphor, 2-hydroxy-4-methoxybenzophenone (INCI: Oxybenzone), 4methoxycinnamic acid 2-ethylhexyl ester, 4-methoxycinnamic acid isoamyl ester and ethylhexyl-2-cyano-3,3-diphenylacrylate (INCI: Octocrylene).
According to the invention, from this follows an especially particularly preferred combination made of
a) hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate (INCI: Diethylamino hydroxybenzoyl hexyl benzoate);
b) 4-(tert-butyl)-4’-methoxydibenzoylmethane (INCI: Butyl Methoxydibenzoylmethane);
c) polyglyceryl-10 stearate (INCI Polyglyceryl-10 Stearate);
d) 2,4-Bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine);
e) 2,4,6-tris-[anilino-(p-carbo-2'-ethyl-1'-hexyloxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone);
f) 2-phenylbenzimidazole-5-sulfonic acid salts; and
g) 2-ethylhexyl 2-hydroxybenzoate (INCI: Ethylhexyl Salicylate) wherein the preparation is free of 3-(4-methylbenzylidene)-camphor, 2-hydroxy-4methoxybenzophenone (INCI: Oxybenzone), 4-methoxycinnamic acid 2-ethylhexyl ester, 4methoxycinnamic acid isoamyl ester and ethylhexyl-2-cyano-3,3-diphenylacrylate (INCI: Octocrylene).
Preferably, the above-described concentrations are used.
According to the invention, the preparations according to the invention can advantageously comprise titanium dioxide as a further UV filter.
If the preparation according to the invention comprises titanium dioxide, it is advantageous according to the invention to use this compound in a concentration of 0.25 to 4.00 wt.%, based on the total weight of the preparation.
It is advantageous according to the invention when the preparation according to the invention is present in the form of an emulsion. It is in particular preferred according to the invention when the preparation according to the invention is present in the form of an O/W emulsion.
Embodiments of the present invention that are advantageous according to the invention are characterized in that the preparation comprises polyglyceryl fatty acid esters as emulsifiers.
2018200455 19 Jan 2018
In such a case, it is preferred according to the invention when the preparation comprises polyglyceryl-10 stearate (INCI: Polyglyceryl-10 Stearate) as the polyglyceryl fatty acid ester.
According to the invention, polyglyceryl-10 stearate (INCI: Polyglyceryl-10 Stearate) is preferably used in this case in a concentration of 0.05 to 1.25 wt.%, based on the total weight of the preparation.
It is advantageous according to the invention when the preparation according to the invention comprises a combination of phenoxyethanol and tocopheryl acetate or tocopherol. The combination comprising tocopherol acetate is preferred according to the invention. When the preparation comprises this substance combination, it is advantageous according to the invention to use phenoxyethanol in a concentration of 0.1 to 0.9 wt.%, based on the total weight of the preparation, and to use tocopherol acetate in a concentration of 0.05 to 0.5 wt.%, based on the total weight of the preparation.
Embodiments of the present invention that are advantageous according to the invention are characterized in that the preparation comprises cellulose gum and/or iminodisuccinate.
A content of cellulose gum of 0.05 to 0.5 wt.%, based on the total weight of the preparation, and a content of iminodisuccinate of 0.005 to 1.00 wt.% are preferred according to the invention.
Embodiments of the present invention that are advantageous according to the invention are characterized in that the preparation comprises one or more of the perfuming agents hexyl salicylate, linalyl acetate, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, adipic acid diester, methylheptenone, alpha-isomethyl ionone, butylphenyl methylpropional, coumarin, hexyl cinnamal, limonene, linalool, diethyl succinate, hydroxyisohexyl 3-cyclohexene carboxaldehyde, diethyl succinate, menthyl PCA and citronellyl methylcrotonate, benzyl benzoate, alpha-isomethyl ionone, benzyl alcohol, benzyl cinnamate, benzyl salicylate, citronellol, eugenol, and geraniol.
Advantageous embodiments according to the invention are furthermore characterized in that the preparation comprises ethylhexylglycerin, propylene glycol, butylene glycol, 2methylpropane-1,3-diol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and/or 1,2decanediol.
2018200455 19 Jan 2018
Last but not least, it is advantageous according to the invention when the preparation does not comprise any parabens, methylisothiazolinone, chloromethylisothiazolinene and DMDMhydantoin, which is to say is free of these ingredients.
The preparation according to the invention is usually an oil-in-water emulsion (O/W emulsion). This may comprise the ingredients customary for such preparations.
The preparation according to the invention can advantageously comprise moisturizers. Moisturizers denote substances or substance mixtures that impart to cosmetic preparations the property of reducing the loss of moisture of the horny layer (also referred to as transepidermal water loss (TEWL)) and/or positively influencing the hydration of the horny layer after being applied to or distributed on the skin surface.
Advantageous moisturizers within the meaning of the present invention are, for example, glycerol, lactic acid, and/or lactate, in particular sodium lactate, butylene glycol, propylene glycol, biosaccaride gum-1, glycine soja, ethylhexyloxyglycerin, pyrrolidone carboxylic acid and urea. Furthermore, it is particularly advantageous to use polymeric moisturizers from the group of the polysaccharides that are water-soluble and/or swellable in water and/or gellable with the aid of water. Particularly advantageous are, for example, hyaluronic acid, chitosan and/or fucose-rich polysaccharide, which is stored in the Chemical Abstracts with Registry Number 178463-23-5 and available, for example, from SOLABIA S.A. under the designation Fucogel®1000. Moisturizers can advantageously also be used as anti-wrinkle active ingredients for protection against skin changes, such as occur with aging of the skin, for example.
The cosmetic preparations according to the invention can furthermore advantageously, although not on a mandatory basis, comprise fillers that further improve the sensory and cosmetic properties of the formulations, for example, and evoke or enhance a velvety or silky skin sensation, for example. Advantageous fillers within the meaning of the present invention are starch and starch derivatives (such as tapioca starch, distarch phosphate, aluminum or sodium starch octenylsuccinate and the like), pigments, which have neither a primarily UV filter effect nor a dyeing effect (such as boron nitride and the like), and/or Aerosile® (CAS No. 7631-86-9) and /or talc and/or polyethylene, nylon, Silica Dimethyl Silyate.
It is preferred according to the invention when the preparation according to the invention comprises Silica Dimethyl Silyate.
2018200455 19 Jan 2018
Embodiments of the present invention that are advantageous according to the invention are characterized in that the preparation comprises one or more oils selected from the group of the compounds butylene glycol dicaprylate/dicaprate, phenethyl benzoate, C12-15 alkyl benzoate, dibutyl adipate; diisopropyl sebacate, dicaprylyl carbonate, di-C12-13 alkyl tartrate, butyloctyl salicylate, diethylhexyl syringylidene malonate, hydrogenated castor oil dimerate, triheptanoin, C12-13 alkyl lactate, C16-17 alkyl benzoate, propylheptyl caprylate, caprylic/capric triglyceride, diethylhexyl 2,6-naphthalate, octyldodecanol, caprylic/capric triglyceride, ethylhexyl cocoate.
It is preferred according to the invention when the preparation comprises dibutyl adipate, dicaprylyl carbonate and/or C12-C15 alkyl benzoate.
The water phase of the preparations according to the invention can advantageously comprise customary cosmetic auxiliary agents, such as alcohols, in particular those having a low number of C atoms, preferably ethanol and/or isopropanol or polyols having a low number of C atoms and the ethers thereof, preferably propylene glycol, glycerol, electrolytes, self-tanners, and in particular one or more thickening agents, which can advantageously be selected from the group consisting of silicon dioxide, aluminum silicates, polysaccharides and the derivatives thereof, such as hyaluronic acid, xanthan gum, hydroxypropyl methylcellulose, particularly advantageously from the group of the polyacrylates, preferably a polyacrylate from the group of the so-called Carbopols, such as Carbopol types 980, 981, 1382, 2984, 5984, each individually or in combination. Further thickeners that are advantageous according to the invention are those bearing the INCI names Acrylates/C 10-30 Alkyl Acrylate Crosspolymer (such as Pemulen TR 1, Pemulen TR 2, Carbopol 1328 from NOVEON) and Aristoflex AVC (INCI: Ammonium Acryloyldimethyltaurate/VP Copolymer).
It is preferred according to the invention when the preparation comprises xanthan gum, cross-linked acrylate/C10-C30 alkyl acrylate polymer and/or vinylpyrrolidone/hexadecene copolymer.
A content of glycerol of at least 5 wt.%, based on the total weight of the preparation, is particularly advantageous according to the invention.
Moreover, it is particularly advantageous according to the invention when the preparation according to the invention comprises ethanol.
2018200455 19 Jan 2018
Embodiments of the present invention that are advantageous according to the invention are characterized in that the preparation comprises one or more compounds selected from the group consisting of the compounds alpha-lipoic acid, folic acid, phytoene, D-biotin, Coenzym Q10, alpha-glucosylrutin, carnitine, carnosine, natural and/or synthetic isoflavonoids, flavonoids, kreatin, creatinine, taurine, β-alanine, panthenol, magnolol, honokiol, tocopheryl acetate, dihydroxyacetone; 8-hexadecene-1,16-dicarboxylic acid, glyceryl glycose, (2hydroxyethyl)urea, hyaluronic acid and/or the salts thereof and/or licochalcone A.
According to the invention, the preparation according to the invention advantageously comprises film-forming agents. Film-forming agents within the meaning of the present invention are substances having different compositions which are characterized by the following property: When a film-forming agent is dissolved in water or other suitable solvents and the solution is then applied to the skin, it forms a film after the solvent has evaporated, which essentially serves to retain the photoprotective filters on the skin and thereby enhance the water resistance of the product.
It is particularly advantageous to select the film-forming agents from the group of the polymers based on polyvinylpyrrolidone (PVP) —CH-CH2—
Particularly preferred are polyvinylpyrrolidone copolymers, such as the PVP hexadecene copolymer and the PVP eicosene copolymer, which are available from GAF Chemicals Cooperation under the trade names Antaron V216 and Antaron V220.
Other polymeric film-forming agents are likewise advantageous, such as sodium polystyrene sulfonate, which is available from National Starch and Chemical Corp, under the trade name Flexan 130, and/or polyisobutene, available from Rewo under the trade name Rewopal PIB1000. Further suitable polymers include, for example, polyacrylamides (Seppigel 305), polyvinyl alcohols, PVP, PVP / VA copolymers, polyglycols, acrylate/octylacralymide copolymer (Dermacryl 79). The use of hydrogenated castor oil dimer dilinoleate (CAS 646054-62-8, INCI: Hydrogenated Castor Oil Dimer Dilinoleate), which can be acquired from Kokyu Alcohol Kogyo under the name Risocast DA-H, or PPG-3 benzyl ether myristate (CAS 403517-45-3), which can be acquired from Croda Chemicals under the trade name Crodamol STS, is likewise advantageous.
The use of the preparation according to the invention for protection against skin aging (in particular for protection against UV-induced skin aging) and as a sunscreen is also in accordance with the invention.
2018200455 19 Jan 2018
Comparative Experiment
It was possible to demonstrate the effect according to the invention by way of example, with the following experiment.
1% of the auxiliary agent according to the invention was added to a formulation, and the stain-reducing effect (reduction b*) compared to a formulation without the auxiliary agent according to the invention was determined using the described method.
As evidence of the improved ability to wash out the preparations according to the invention and of the reduced staining of the preparations according to the invention, in vitro analyses were conducted, the results of which are shown in FIG. 1 and Table 1.
Various sun protection emulsions were examined with respect to the formation of yellow stains by means of an in vitro application/washing cycle. In each case, white pre-washed cotton monitors (100% cotton) were used. 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 by exposure to air under laboratory conditions for 12 h.
After drying, a colorimetric characterization of the resulting initial staining was carried out by measuring the degree of yellowing using the spectro-color colorimeter (Dr. Lange); color measurement software: spectral-QC, version measurement geometry: d/8e, gloss component excluded, type of light: D65 (corresponding to average daylight), calibration standard: LZM 268, measurement aperture: 10 mm, sample background: substrate paper without optical brightener, test climate: 21SC (± 1eC), 41% (± 4%) relative humidity.
For the evaluation, the change in the b value from the CIE-Lab color measurement system was used. The B axis in the CIE-Lab system characterizes the yellow/blue color impression, wherein positive b values represent an increase in the yellow fraction. The higher the b value, the greater is the yellow impression.
After the measurement, a separate washing step of the test cloths was carried out in the dyefastness and washing-fastness device Linitest Plus (Atlas) (60eC, 1 h, 20 rpm, Ariel Compact powder detergent, 10 metal balls as ballast) and subsequently a rinsing cycle (20sC, 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 color values as already described using the spectro-color colorimeter (Dr. Lange).
2018200455 19 Jan 2018
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 color opponent process. One of the most important properties of the L*a*b* color model is the instrument independence, which is to say the colors are defined independently of the nature of their production and representation 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 is perpendicular to this plane. According to DIN 6174, L, a and b are to be written with * so as to differentiate them from others, such as the Hunter-Lab system.
Example [%]
INCI 1 2
Glyceryl Stearate 1.00 1.00
Dibutyl Adipate 3.00 3.00
Aqua + Trisodium EDTA 1.00 1.00
Butyl Methoxydibenzoylmethane 4.75 4.75
Phenylbenzimidazole Sulfonic Acid 1.00 1.00
VP/Hexadecene Copolymer 0.50 0.50
Glycerol 7.50 7.50
Sodium Stearoyl Glutamate 0.30 0.30
C12-15 Alkyl Benzoate 5.00 5.00
Alcohol Denat. 3.00 3.00
Ethylhexyl Salicylate 4.75 4.75
Xanthan Gum 0.40 0.40
Silica Dimethyl Silylate 1.00 1.00
Stearyl Alcohol 1.00 1.00
Acrylates/C 10-30 Alkyl Acrylate Crosspolymer 0.10 0.10
C18-38 Alkyl Hydroxystearoyl Stearate 1.00 1.00
Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 4.00 4.00
Butylene Glycol Dicaprylate/Dicaprate 4.00 4.00
Diethylamino Hydroxybenzoyl Hexyl Benzoate 1.00
Ethylhexyl Triazone 2.50 3.00
Sodium Hydroxide to make pH 7 to make pH 7
Preservatives to make up to 100 to make up to 100
Water to make up to 100 to make up to 100
End values db 4.12 3.37
Examples
The following examples are intended to illustrate the present invention, without thereby limiting it. All quantity information, fractions and percentages, unless indicated otherwise, are based on the weight and the total amount or the total weight of the preparations.
2018200455 19 Jan 2018
INCI 1 2 3 4 5 6
Glyceryl Stearate 1 1 1 1
Sodium Stearoyl Glutamate 0.3 0.3
Polyglyceryl-10 Stearate 0.8 0.8
Glyceryl Stearate SE 1 1
Sodium Cetearyl Sulfate 0.15 0.15
Dibutyl Adipate 3 4 3 4 3 4
Aqua + Trisodium EDTA 1 0.5 0.5 0.5 1 0.75
Butyl Methoxydibenzoylmethane 4.75 3 4.75 3 4.75 3
Phenylbenzimidazole Sulfonic Acid 1 0.5 1 0.75 1 0.5
VP/Hexadecene Copolymer 0.5 0.5 0.5 0.5 0.5 0.5
Glycerol 7.5 5 7.5 5 7.5 5
C12-15 Alkyl Benzoate 5 3 5 3 5 3
Alcohol Denat. 3 5 3 5 3 5
Ethylhexyl Salicylate 4.75 4.75 4.75 4.75 4.75 4.75
Homosalate 5 5 5
Xanthan Gum 0.4 0.4 0.4 0.4 0.4 0.4
Silica Dimethyl Silylate 1 1 1 1 1 1
Stearyl Alcohol 1 0.5 1 0.5 1 0.5
Acrylates/C10-30 Alkyl Acrylate Crosspolymer 0.1 0.1 0.1 0.1 0.1 0.1
C18-38 Alkyl Hydroxystearoyl Stearate 1 0.5 1 0.5 1 0.5
Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 4 3 3 2 4 3
Butylene Glycol Dicaprylate/Dicaprate 4 3 4 3 4 3
Diethylamino Hydroxybenzoyl Hexyl Benzoate 1 1 1 1 1 1
Ethylhexyl Triazone 3 2 2 1 3 2
Sodium Hydroxide to make pH 7 to make pH 7 to make pH 7 to make pH 7 to make pH 7 to make pH 7
Preservatives to make up to 100 to make up to 100 to make up to 100 to make up to 100 to make up to 100 to make up to 100
Water to make up to 100 to make up to 100 to make up to 100 to make up to 100 to make up to 100 to make up to 100
2018200455 19 Jan 2018

Claims (16)

  1. Claims
    1. A method for reducing textile staining caused by a cosmetic preparation comprising a UV photoprotective filter, wherein 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the cosmetic preparation.
  2. 2. Use of a cosmetic preparation comprising 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) a UV photoprotective filter for reducing the textile staining caused by the preparation.
  3. 3. A method for increasing the sun protection factor (SPF) of a cosmetic preparation comprising UV photoprotective filters, wherein 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the cosmetic preparation.
  4. 4. Use of a cosmetic preparation comprising 2-[-4-(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) in a UV photoprotective filter for increasing the sun protection factor (SPF) of the preparation.
  5. 5. The method or use according to any one of the preceding claims, wherein 2-[-4(diethylamino)-2-hydroxybenzoyl] benzoic acid hexylester (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate) is added to the preparation in a concentration of 0.05 to 1.5 wt.%, based on the total weight of the preparation.
  6. 6. The method or use according to any one of the preceding claims, wherein the preparation comprises 2,4-bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4methoxyphenyl)-1,3,5-triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) as a further UV filter.
  7. 7. The method or use according to any one of the preceding claims, wherein the preparation comprises 4-(tert-butyl)-4’-methoxydibenzoylmethane (INCI: Butyl Methoxydibenzoylmethane) as a further UV filter.
  8. 8. The method or use according to any one of the preceding claims, wherein the preparation comprises 2-phenylbenzimidazole-5-sulfonic acid and/or the salts thereof as a further UV filter.
    2018200455 19 Jan 2018
  9. 9. The method or use according to any one of the preceding claims, wherein the preparation comprises 2-ethylhexyl 2-hydroxybenzoate (INCI: Ethylhexyl Salicylate) and/or 2,4,6-tris-[anilino-(p-carbo-2'-ethyl-1'-hexyloxy)]-1,3,5-triazine (INCI: Ethylhexyl Triazone) as further UV filters.
  10. 10. The method or use according to any one of the preceding claims, wherein the preparation comprises titanium dioxide as a further UV filter.
  11. 11. The method or use according to any one of the preceding claims, wherein the preparation is present in the form of an emulsion.
  12. 12. The method or use according to claim 11, wherein the preparation is present in the form of an O/W emulsion.
  13. 13. The method or use according to any one of the preceding claims, wherein the preparation comprises polyglyceryl fatty acid esters as emulsifiers.
  14. 14. The method or use according to any one of the preceding claims, wherein the preparation comprises polyglyceryl-10 stearate (INCI: Polyglyceryl-10 Stearate) as polyglyceryl fatty acid esters.
  15. 15. The method or use according to any one of the preceding claims, wherein the preparation comprises a combination of phenoxyethanol and tocopheryl acetate or tocopherol.
  16. 16. The method or use according to any one of the preceding claims, wherein the preparation comprises cellulose gum and/or iminodisuccinate.
AU2018200455A 2017-01-26 2018-01-19 Use of diethylamino hydroxybenzoyl hexyl benzoate in cosmetic sunscreens Abandoned AU2018200455A1 (en)

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US11617709B2 (en) * 2018-10-05 2023-04-04 Basf Se Methylene bis-benzotriazolyl tetramethylbutylphenol for fabric staining reduction

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JP7511964B2 (en) * 2019-03-15 2024-07-08 ベーアーエスエフ・エスエー Effective sunscreen composition containing diethylaminohydroxybenzoyl hexyl benzoate and organic particulate UV filters
CN113573693A (en) * 2019-03-15 2021-10-29 巴斯夫欧洲公司 Effective sunscreen compositions with diethylamino hydroxybenzoyl hexyl benzoate and water soluble UVA filters
CN113827495B (en) * 2021-11-17 2023-10-20 青海倍力甘草科技发展有限责任公司 Sun-screening agent and preparation method and application thereof
CN116077372B (en) * 2023-03-08 2024-11-15 湖北美凯化工有限公司 Water-in-oil type sun-proof dispersion system and preparation method and application thereof

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US11617709B2 (en) * 2018-10-05 2023-04-04 Basf Se Methylene bis-benzotriazolyl tetramethylbutylphenol for fabric staining reduction

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