EP1009374A2 - Sun screen agents - Google Patents

Sun screen agents

Info

Publication number
EP1009374A2
EP1009374A2 EP98946389A EP98946389A EP1009374A2 EP 1009374 A2 EP1009374 A2 EP 1009374A2 EP 98946389 A EP98946389 A EP 98946389A EP 98946389 A EP98946389 A EP 98946389A EP 1009374 A2 EP1009374 A2 EP 1009374A2
Authority
EP
European Patent Office
Prior art keywords
acid
alcohols
esters
fatty
carbon atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP98946389A
Other languages
German (de)
French (fr)
Inventor
Achim Ansmann
Helga Gondek
Rolf Kawa
Holger Tesmann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Personal Care and Nutrition GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP1009374A2 publication Critical patent/EP1009374A2/en
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966Triazines or their condensed derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the invention relates to sunscreens containing dialkyl carbonates and UV light protection filters and to the use of the dialkyl carbonates as solvents or dispersants for UV light protection filters.
  • the manufacture of sunscreens includes to dissolve or disperse the insoluble UV light protection filters so reliably that sedimentation is avoided even after prolonged storage. From customer information INFORMATION Cosmetics No.lll / 97 of Henkel KGaA from January 1997 it is known that coconut fatty acid glycerides, which are sold under the Myritol 331 brand, have good dissolving properties for crystalline UV light protection filters and UV in comparison to non-polar UV light protection filters -Increase absorption. Sunscreens containing these substances are also known, for example, from DE-A1 19631792 (Henkel).
  • the complex object of the invention was therefore to provide oil bodies which, on the one hand, are highly spreading, have good dissolving or dispersing properties for UV light protection filters and, at the same time, synergistically support UV absorption. Description of the invention
  • the invention relates to sunscreens containing
  • dialkyl carbonates in particular di-n-octyl carbonate and di-2-ethylhexyicarbonate
  • other high-spreading oils such as, for example, dialkyl ethers or cyclomethicones
  • dialkyl ethers or cyclomethicones have a significantly higher solvency for UV light protection filters and also UV absorption in a synergistic manner reinforce.
  • the skilled person is now able to build a spreading cascade from high and medium spreading oils, which is able to stably dissolve or disperse high proportions of UV light protection filters.
  • the use concentration of the filter substances which has been calculated for the desired sun protection factor, can be reduced, which ultimately leads to a reduction in raw material costs with the same performance.
  • Dialkyl carbonates are formally esters of carbonic acid and preferably follow the formula (I),
  • R 1 and R 2 independently of one another represent linear or branched alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 12 and preferably 12 to 50 and in particular 15 to 25 carbon atoms.
  • the substances are obtained by transesterifying, for example, dimethyl or diethyl carbonate with the corresponding fatty alcohols in a manner known per se. Accordingly, the fatty carbonates can be constructed symmetrically or asymmetrically. However, carbonates are preferably used in which R 1 and R 2 are the same and represent alkyl radicals having 6 to 16 carbon atoms.
  • the amount of dialkyl carbonates used can be 1 to 30, preferably 5 to 20 and in particular 8 to 10% by weight, based on the composition.
  • UV light protection filters are organic substances which are able to absorb ultraviolet rays and the absorbed energy in the form of longer-wave radiation, e.g. To give off heat again.
  • UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
  • esters of cinnamic acid preferably 4-methoxycinnamic acid 2-ethylhexyl ester, 4-methoxycinnamic acid propyl ester, 4-methoxycinnamic acid isoamyl ester 2-cyano-3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene);
  • esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomethylfatty acid salicylate;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
  • Triazine derivatives e.g. 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and octyltriazone, as described in EP-A1 0818450;
  • Propane-1,3-dione e.g. 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;
  • Sulfonic acid derivatives of 3-benzylidene camphor e.g. 4- (2-oxo-3-bomylidene-methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) sulfonic acid and their salts.
  • benzoylmethane such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione, 4-tert-butyl-, are particularly suitable as typical UV-A filters.
  • 4'-methoxydibenzoyl-methane Parsol 1789
  • 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione are particularly suitable as typical UV-A filters.
  • the UV-A and UV-B filters can of course also be used in mixtures.
  • substances are also insoluble pigments, namely finely dispersed metal oxides or salts, such as titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or shape which differs from the spherical shape in some other way. Further suitable UV light protection filters can be found in the overview by P.Finkel in S ⁇ FW-Journal 122, 543 (1996).
  • secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin.
  • Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-camosine, D-carnosine, L-camosine and their derivatives (e.g. anserine) , Carotenoids, carotenes (e.g.
  • ⁇ -carotene, ß-carotene, lycopene) and their derivatives chlorogenic acid and their derivatives, lipoic acid and their derivatives (e.g. dihydroliponic acid), aurothioglucose, propylthiouracil and other thiols (e.g.
  • thioredoxin glutathione, cysteine, cystine, Cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate , Disearylthiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (eg buthioninsulfoximines, homocysteine sulfoximine, butioninsulfones, penta-, hexa-, heptathioninsuifoximine) in s very low tolerable doses (e.g.
  • ascorbyl palmitate Mg-ascorbyl phosphate, ascorbyl acetate ), Tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) and coniferyl benzoate of benzoin, rutinic acid and its derivatives, ⁇ -glycosyl rutin, ferulic acid, furfurylidene glucitol, camosine,
  • Dialkyl carbonates and in particular di-n-octyl or di-2-ethylhexyl carbonate have excellent dissolving properties for UV light protection filters, are highly spreading and amplify UV absorption in a synergistic manner. Another object of the invention therefore relates to their use as a solvent. Dispersing agent for UV light protection filters.
  • the sunscreens can contain, as further auxiliaries and additives, mild surfactants, oil bodies, emuigators, superfatting agents, stabilizers, consistency enhancers, thickeners, biogenic agents, preservatives, hydrotropes, solubilizers, insect repellents, self-tanning agents, perfume oils, dyes and the like.
  • the solids content of the preparations is usually in the range from 20 to 60, preferably 30 to 45,% by weight.
  • Suitable mild, i.e. particularly skin-compatible surfactants are Fettaikoholpoly- glycoiethersulfate, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines and / or protein fatty acid condensates, the latter preferably based on wheat proteins.
  • Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear C ⁇ -C22 fatty alcohols, esters of branched C6-Ci3-carboxylic acids with linear C ⁇ -C are further oil bodies, for example ⁇ -fatty alcohols, esters of linear C6-C22 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimerediol or trimer triol) and / or Guerbet alcohols, triglycerides based on C ⁇ -Cio fatty acids, liquid mono- / di- / triglyceride mixtures based on C6-Ci8 fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid
  • Suitable emulsifiers are nonionic surfactants from at least one of the following groups:
  • alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogs
  • polyol and especially polyglycerol esters such as e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxystearate or polyglycerol dimerate. Mixtures of compounds from several of these classes of substances are also suitable;
  • partial esters based on linear, branched, unsaturated or saturated C6 / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerin, polyglycerin, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside - glucoside) and polyglucosides (eg cellulose);
  • C ⁇ -alkyl mono- and oligoglycosides their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms.
  • glycoside residue both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable.
  • the degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
  • Zwitterionic surfactants can also be used as emulsifiers.
  • Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the coconut alkyldimethylammonium glycinate, N-acylamino propyl-NN-dimethylammonium glycinate, for example the coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylate -hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • Suitable emulsifiers are also ampholytic surfactants.
  • Ampholytic surfactants are surface-active compounds which, in addition to a C ⁇ -alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO3H group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycine, N-alkylprapionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid, each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C, 2. , 8-acylsarcosine.
  • quaternary emulsifiers are also suitable, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • the main consistency factors are fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides.
  • Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and di-esters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylic amides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as sodium chloride and ammonium chloride.
  • polysaccharides in particular xanthan gum, guar guar, a
  • Typical examples of fats are glycerides; waxes include beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, for example cetylstearyl alcohol or partial glycerides.
  • Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used as stabilizers.
  • Biogenic active substances are, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes.
  • Pigments with light protection properties include finely divided metal oxides such as titanium dioxide or zinc stearate. Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases.
  • Hydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior.
  • Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Lower alkyl glucosides especially those with 1 to 8 carbons in the alkyl radical such as methyl and butyl glucoside;
  • Sugar alcohols having 5 to 12 carbon atoms such as, for example, sorbitol or mannitol,
  • Aminosugars such as glucamine.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid.
  • N, N-diethyl-m-touluamide, 1, 2-pentanedioi or Insect repellent 3535 are suitable as insect repellents, and dihydraxyacetone is suitable as a self-tanner.
  • Perfume oils include extracts from flowers (lavender, roses, jasmine, neroli), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway seeds, juniper), fruit peels (bergamot, lemon, oranges), roots (Macis, Angelica, Celery, Cardamom, Costus, Iris, Calmus), Woods (Sandal, Guaiac, Cedar, Rosewood), Herbs and Grasses (Tarragon, Lemon grass, sage, thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Animal raw materials such as musk, civet and castoreum are also suitable.
  • Ambroxan, eugenol, isoeugenol, citranellal, hydroxycitronellal, geraniol, citronellol, geranyl acetate, citral, ionone and methylionone can be considered as synthetic or semi-synthetic perfume oils.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40,% by weight, based on the composition.
  • the agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.
  • Table 1 shows the performance properties of dialkyl carbonates compared to other high-spreading oils.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Overhead Projectors And Projection Screens (AREA)

Abstract

The invention relates to the use of dialkyl carbonates as solvent or dispersing agent in UV filters. The carbonic acid esters display non only excellent dissolving or dispersing properties, but also a high spreading capacity, and they enhance UV absorption in a synergistic way.

Description

SonnenschutzmittelSunscreen
Gebiet der ErfindungField of the Invention
Die Erfindung betrifft Sonnenschutzmittel mit einem Gehalt an Dialkylcarbonaten und UV-Lichtschutzfiltern sowie die Verwendung der Dialkylcarbonate als Lösemittel bzw. Dispergatoren für UV- Lichtschutzfilter.The invention relates to sunscreens containing dialkyl carbonates and UV light protection filters and to the use of the dialkyl carbonates as solvents or dispersants for UV light protection filters.
Stand der TechnikState of the art
Bei der Herstellung von Sonnenschutzmitteln kommt es u.a. darauf an, die unlöslichen UV-Lichtschutzfilter so zuverlässig zu lösen bzw. zu dispergieren, daß eine Sedimentation auch bei längerer Lagerung vermieden wird. Aus der Kundeninformation INFORMATION Kosmetik Nr.lll/97 der Henkel KGaA vom Januar 1997 ist bekannt, daß Kokosfettsäureglyceride, die unter der Marke Myritol 331 im Handel sind, gute Löseeigenschaften für kristalline UV-Lichtschutzfilter besitzen und im Vergleich zu unpolaren UV-Lichtschutzfiitern die UV-Absorption steigern. Sonnenschutzmittel, die diese Stoffe enthalten, sind beispielsweise auch aus der DE-A1 19631792 (Henkel) bekannt. Neben der Stabilität der Zubereitungen ist es für den Verbraucher jedoch ein ebenso wichtiges Quaiitätsmerkmal, daß sich die Mittel auf der Haut rasch und lang anhaltend verteilen, wozu es einer genau aufeinander abgestimmten Mischung von Ölkörpem aus verschiedenen Spreitbereichen bedarf. Im Fall von Sonnenschutzmitteln sind höhere Anteile von schnell spreitenden Ölen erforderlich, die rasch und gleichmäßige Spreitung der sensorisch schweren UV-Lichtschutzfilter unterstützen.The manufacture of sunscreens includes to dissolve or disperse the insoluble UV light protection filters so reliably that sedimentation is avoided even after prolonged storage. From customer information INFORMATION Cosmetics No.lll / 97 of Henkel KGaA from January 1997 it is known that coconut fatty acid glycerides, which are sold under the Myritol 331 brand, have good dissolving properties for crystalline UV light protection filters and UV in comparison to non-polar UV light protection filters -Increase absorption. Sunscreens containing these substances are also known, for example, from DE-A1 19631792 (Henkel). In addition to the stability of the preparations, it is an equally important quality feature for the consumer that the agents are distributed quickly and long-lasting on the skin, for which purpose a precisely coordinated mixture of oil bodies from different spreading areas is required. In the case of sunscreens, higher proportions of quick-spreading oils are required, which support rapid and even spreading of the sensorially heavy UV light protection filters.
Die komplexe Aufgabe der Erfindung hat somit darin bestanden, Ölkörper zur Verfügung zu stellen, die einerseits hochspreitend sind, gute Löse- bzw. Dispergiereigenschaften für UV-Lichtschutzfilter besitzen und gleichzeitig die UV-Absorption synergistisch unterstützen. Beschreibung der ErfindungThe complex object of the invention was therefore to provide oil bodies which, on the one hand, are highly spreading, have good dissolving or dispersing properties for UV light protection filters and, at the same time, synergistically support UV absorption. Description of the invention
Gegenstand der Erfindung sind Sonnenschutzmittel, enthaltendThe invention relates to sunscreens containing
(a) Dialkylcarbonate und(a) Dialkyl carbonates and
(b) UV-Lichtschutzfilter.(b) UV light protection filter.
Überraschenderweise wurde gefunden, daß Dialkylcarbonate, insbesondere Di-n-octylcarbonat und Di- 2-ethylhexyicarbonat, im Gegensatz zu anderen hochspreitenden Ölen wie beispielsweise Dialkylethem oder Cyclomethicone ein deutliches höheres Lösevermögen für UV-Lichtschutzfilter besitzen und zudem die UV-Absorption noch in synergistischer Weise verstärken. Somit ist der Fachmann nunmehr in der Lage, eine Spreitkaskasde aus hoch- und mittelspreitenden Ölen aufzubauen, die hohe Anteile an UV-Lichtschutzfiltern stabil zu lösen bzw. zu dispergieren vermag. Des weiteren kann die Einsatzkonzentration der Filtersubstanzen, die für den angestrebten Lichtschutzfaktor kalkuliert worden ist, reduziert werden, was letztlich bei gleichem Leistungsvermögen zu einer Verminderung der Rohstoffkosten führt.Surprisingly, it was found that dialkyl carbonates, in particular di-n-octyl carbonate and di-2-ethylhexyicarbonate, in contrast to other high-spreading oils such as, for example, dialkyl ethers or cyclomethicones, have a significantly higher solvency for UV light protection filters and also UV absorption in a synergistic manner reinforce. Thus, the skilled person is now able to build a spreading cascade from high and medium spreading oils, which is able to stably dissolve or disperse high proportions of UV light protection filters. Furthermore, the use concentration of the filter substances, which has been calculated for the desired sun protection factor, can be reduced, which ultimately leads to a reduction in raw material costs with the same performance.
DialkylcarbonateDialkyl carbonates
Dialkylcarbonate stellen formal Ester der Kohlensäure dar und folgen vorzugsweise der Formel (I),Dialkyl carbonates are formally esters of carbonic acid and preferably follow the formula (I),
R10-CO-OR2 (I)R10-CO-OR 2 (I)
in der R1 und R2 unabhängig voneinander für lineare oder verzweigte Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlenstoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 12 und vorzugsweise 12 bis 50 und insbesondere 15 bis 25 Kohlenstoffatome aufweisen. Die Stoffe werden erhalten, indem man beispielsweise Dimethyl- oder Diethylcarbonat mit den entsprechenden Fettalkoholen in an sich bekannter Weise umestert. Demzufolge können die Fettcarbonate symmetrisch oder unsymmetrisch aufgebaut sein. Vorzugsweise werden jedoch Carbonate eingesetzt, in denen R1 und R2 gleich sind und für Alkylreste mit 6 bis 16 Kohlenstoffatomen stehen. Besonders bevorzugt sind Um- esterungsprodukte von Dimethyl- bzw. Diethylcarbonat mit Octanol, 2-Ethylhexylalkohol, Decanol, Cetylalkohol, Cetearyl-alkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Behenylalkohol und/ oder Erucylalkohol in Form ihrer Mono- und Diester bzw. deren technischen Mischungen sowie Guerbetalkoholen mit 8 bis 24 Kohlenstoffatomen. Aus anwendungstechnischer Sicht hat sich der Einsatz von Di-n-octylcarbonat bzw. Di-2-ethylhexylcarbonat, die eine Spreitung nach Zeidler von 1600 mm2/10 min besitzen, bewährt. Die Einsatzmenge der Dialkylcarbonate kann 1 bis 30, vorzugsweise 5 bis 20 und insbesondere 8 bis 10 Gew.-% - bezogen auf die Mittel - betragen. UV-Lichtschultzfιlterin which R 1 and R 2 independently of one another represent linear or branched alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 12 and preferably 12 to 50 and in particular 15 to 25 carbon atoms. The substances are obtained by transesterifying, for example, dimethyl or diethyl carbonate with the corresponding fatty alcohols in a manner known per se. Accordingly, the fatty carbonates can be constructed symmetrically or asymmetrically. However, carbonates are preferably used in which R 1 and R 2 are the same and represent alkyl radicals having 6 to 16 carbon atoms. Transesterification products of dimethyl or diethyl carbonate with octanol, 2-ethylhexyl alcohol, decanol, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol in the form of their mono- and diesters or their technical mixtures are particularly preferred and Guerbet alcohols with 8 to 24 carbon atoms. From a performance standpoint, the use of having di-n-octyl carbonate and di-2-ethylhexyl carbonate, which is a spreading mm by Zeidler 1600 2/10 min have proven. The amount of dialkyl carbonates used can be 1 to 30, preferably 5 to 20 and in particular 8 to 10% by weight, based on the composition. UV light filter
Unter UV-Lichtschutzfiltern sind organische Substanzen zu verstehen, die in der Lage sind, ultraviolette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z.B. Wärme wieder abzugeben. UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z.B. zu nennen:UV light protection filters are organic substances which are able to absorb ultraviolet rays and the absorbed energy in the form of longer-wave radiation, e.g. To give off heat again. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
• 3-Benzylidencampher bzw. -norcampher und dessen Derivate, z.B. 3-(4-Methylbenzyliden)cam- pher wie in der EP-B1 0693471 beschrieben;3-benzylidene camphor or norcampher and its derivatives, e.g. 3- (4-methylbenzylidene) camphor as described in EP-B1 0693471;
• 4-Aminobenzoesäurederivate, vorzugsweise 4-(Dimethylamino)benzoesäure-2-ethylhexylester, 4- (Dimethylamino)benzoesäure-2-octylester und 4-(Dimethylamino)benzoesäureamylester;4-aminobenzoic acid derivatives, preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
• Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxyzimtsäure- propylester, 4-Methoxyzimtsäureisoamylester 2-Cyano-3-phenyl-zimtsäure-2-ethylhexylester (Octo- crylene);• esters of cinnamic acid, preferably 4-methoxycinnamic acid 2-ethylhexyl ester, 4-methoxycinnamic acid propyl ester, 4-methoxycinnamic acid isoamyl ester 2-cyano-3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene);
• Ester der Salicylsäure, vorzugsweise Salicylsäure-2-ethylhexylester, Salicylsäure-4-isopropylben- zylester, Salicylsäurehomomentfiylester;• esters of salicylic acid, preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomethylfatty acid salicylate;
• Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-meth- oxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon;• Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
• Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzmalonsäuredi-2-ethylhexylester;• Esters of benzalmalonic acid, preferably di-2-ethylhexyl 4-methoxybenzmalonate;
• Triazinderivate, wie z.B. 2,4,6-Trianilino-(p-carbo-2'-ethyl-1 '-hexyloxy)-1 ,3,5-triazin und Octyltriazon, wie in der EP-A1 0818450 beschrieben;Triazine derivatives, e.g. 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and octyltriazone, as described in EP-A1 0818450;
• Propan-1 ,3-dione, wie z.B. 1-(4-tert.Butylphenyl)-3-(4'methoxyphenyl)propan-1 ,3-dion;Propane-1,3-dione, e.g. 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;
• Ketotricyclo(5.2.1.0)decan-Derivate, wie in der EP-B1 0694521 beschrieben.• Ketotricyclo (5.2.1.0) decane derivatives, as described in EP-B1 0694521.
Als wasserlösliche Substanzen kommen in Frage:Possible water-soluble substances are:
• 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsaize;• 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts;
• Sulfonsäurederivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzophenon-5-sul- fonsäure und ihre Salze;• Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
• Sulfonsäurederivate des 3-Benzylidencamphers, wie z.B. 4-(2-Oxo-3-bomylidenmethyl)benzolsul- fonsäure und 2-Methyl-5-(2-oxo-3-bomyliden)sulfonsäure und deren Salze.Sulfonic acid derivatives of 3-benzylidene camphor, e.g. 4- (2-oxo-3-bomylidene-methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) sulfonic acid and their salts.
Als typische UV-A-Filter kommen insbesondere Derivate des Benzoylmethans in Frage, wie beispielsweise 1-(4'-tert.Butylphenyl)-3-(4'-methoxyphenyl)propan-1 ,3-dion, 4-tert-Butyl-4'-methoxydibenzoyl- methan (Parsol 1789), oder 1-Phenyl-3-(4'-isopropylphenyl)-propan-1 ,3-dion. Die UV-A und UV-B-Filter können selbstverständlich auch in Mischungen eingesetzt werden. Neben den genannten löslichen Stoffen kommen für diesen Zweck auch unlösliche Pigmente, nämlich feindisperse Metalloxide bzw. Salze in Frage, wie beispielsweise Titandioxid, Zinkoxid, Eisenoxid, Aluminiumoxid, Ceroxid, Zirkoniumoxid, Silicate (Talk), Bariumsulfat und Zinkstearat. Die Partikel sollten dabei einen mittleren Durchmesser von weniger als 100 nm, vorzugsweise zwischen 5 und 50 nm und insbesondere zwischen 15 und 30 nm aufweisen. Sie können eine sphärische Form aufweisen, es können jedoch auch solche Partikel zum Einsatz kommen, die eine ellipsoide oder in sonstiger Weise von der sphärischen Gestalt abweichende Form besitzen. Weitere geeignete UV-Lichtschutzfilter sind der Übersicht von P.Finkel in SÖFW-Journal 122, 543 (1996) zu entnehmen.Derivatives of benzoylmethane, such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione, 4-tert-butyl-, are particularly suitable as typical UV-A filters. 4'-methoxydibenzoyl-methane (Parsol 1789), or 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione. The UV-A and UV-B filters can of course also be used in mixtures. In addition to the soluble For this purpose, substances are also insoluble pigments, namely finely dispersed metal oxides or salts, such as titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate. The particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or shape which differs from the spherical shape in some other way. Further suitable UV light protection filters can be found in the overview by P.Finkel in SÖFW-Journal 122, 543 (1996).
Neben den beiden vorgenannten Gruppen primärer Lichtschutzstoffe können auch sekundäre Lichtschutzmittel vom Typ der Antioxidantien eingesetzt werden, die die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV-Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Aminosäuren (z.B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z.B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Camosin, D-Carnosin, L-Camosin und deren Derivate (z.B. Anserin), Carotinoide, Carotine (z.B. α-Carotin, ß-Carotin, Lycopin) und deren Derivate, Chlorogensäure und deren Derivate, Liponsäure und deren Derivate (z.B. Dihydroliponsäure), Aurothioglucose, Propylthiouracil und andere Thiole (z.B. Thioredoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-Linoleyl-, Cholesteryl- und Glycerylester ) sowie deren Salze, Dilaurylthiodipropionat, Di- stearylthiodipropionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z.B. Buthioninsulfoximine, Homocystein- sulfoximin, Butioninsulfone, Penta-, Hexa-, Heptathioninsuifoximin) in sehr geringen verträglichen Dosierungen (z.B. pmol bis μmol/kg), ferner (Metall)-Chelatoren (z.B. α-Hydroxyfettsäuren, Palmitin- säure, Phytinsäure, Lactoferrin), α-Hydroxysäuren (z.B. Citronensäure, Milchsäure, Apfelsäure), Humin-säure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und deren Derivate (z.B. γ-Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Vitamin C und Derivate (z.B. Ascorbylpalmitat, Mg-Ascorbylphosphat, Ascorbylacetat), Tocopherole und Derivate (z.B. Vitamin-E- acetat), Vitamin A und Derivate (Vitamin-A-palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, α-Glycosylrutin, Ferulasäure, Furfurylidenglucitol, Camosin,In addition to the two aforementioned groups of primary light stabilizers, secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-camosine, D-carnosine, L-camosine and their derivatives (e.g. anserine) , Carotenoids, carotenes (e.g. α-carotene, ß-carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, lipoic acid and their derivatives (e.g. dihydroliponic acid), aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, Cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate , Disearylthiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (eg buthioninsulfoximines, homocysteine sulfoximine, butioninsulfones, penta-, hexa-, heptathioninsuifoximine) in s very low tolerable doses (e.g. pmol to μmol / kg), furthermore (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, Biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg-ascorbyl phosphate, ascorbyl acetate ), Tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) and coniferyl benzoate of benzoin, rutinic acid and its derivatives, α-glycosyl rutin, ferulic acid, furfurylidene glucitol, camosine,
Butylhydroxytoluol, Butylhydroxyanisol, Nordihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, Harnsäure und deren Derivate, Mannose und deren Derivate, Superoxid- Dismutase, Zink und dessen Derivate (z.B. ZnO, ZnS0 ) Selen und dessen Derivate (z.B. Selen- methionin), Stilbene und deren Derivate (z.B. Stilbenoxid, Trans-Stilbenoxid) und die erfindungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genannten Wirkstoffe. Gewerbliche AnwendbarkeitButylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajakharzäure, nordihydroguajaretic acid, trihydroxybutyrophenon, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, zinc and its derivatives (e.g. ZnO, ZnS0) selenium and its derivatives (e.g. stilbene methionine) for example stilbene oxide, trans-stilbene oxide) and the derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances which are suitable according to the invention. Industrial applicability
Dialkylcarbonate und insbesondere Di-n-octyl- bzw. Di-2-ethylhexylcarbonat besitzen ausgezeichnete Löseeigenschaften für UV-Lichtschutzfilter, sind hoch spreitend und verstärken die UV-Absorption in synergistischer Weise. Ein weiterer Gegenstand der Erfindung betrifft daher ihre Verwendung als Lösebzw. Dispergiermittel für UV-Lichtschutzfilter.Dialkyl carbonates and in particular di-n-octyl or di-2-ethylhexyl carbonate have excellent dissolving properties for UV light protection filters, are highly spreading and amplify UV absorption in a synergistic manner. Another object of the invention therefore relates to their use as a solvent. Dispersing agent for UV light protection filters.
Die Sonnenschutzmittel können als weitere Hilfs- und Zusatzstoffe milde Tenside, Olkörper, Emuigatoren, Überfettungsmittel, Stabilisatoren, Konsistenzgeber, Verdickungsmittel, biogene Wirkstoffe, Konservierungsmittel, Hydrotrope, Solubilisatoren, Insektenrepellentien, Seibstbräuner, Parfümöle, Farbstoffe und dergleichen enthalten. Der Feststoffgehalt der Zubereitungen liegt üblicherweise im Bereich von 20 bis 60, vorzugsweise 30 bis 45 Gew.-%.The sunscreens can contain, as further auxiliaries and additives, mild surfactants, oil bodies, emuigators, superfatting agents, stabilizers, consistency enhancers, thickeners, biogenic agents, preservatives, hydrotropes, solubilizers, insect repellents, self-tanning agents, perfume oils, dyes and the like. The solids content of the preparations is usually in the range from 20 to 60, preferably 30 to 45,% by weight.
Typische Beispiele für geeignete milde, d.h. besonders hautverträgliche Tenside sind Fettaikoholpoly- glycoiethersulfate, Monoglyceridsulfate, Mono- und/oder Dialkylsulfosuccinate, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Fettsäureglutamate, Ethercarbonsäuren, Alkyloligoglucoside, Fettsäureglucamide, Alkylamidobetaine und/oder Proteinfettsäurekondensate, letztere vorzugsweise auf Basis von Weizenproteinen.Typical examples of suitable mild, i.e. particularly skin-compatible surfactants are Fettaikoholpoly- glycoiethersulfate, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines and / or protein fatty acid condensates, the latter preferably based on wheat proteins.
Als weitere Olkörper kommen beispielsweise Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren mit linearen Cδ- C22-Fettalkoholen, Ester von verzweigten C6-Ci3-Carbonsäuren mit linearen Cε-C∑∑-Fettalkoholen, Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen (wie z.B. Propylenglycol, Dimer- diol oder Trimertriol) und/oder Guerbetalkoholen, Triglyceride auf Basis Cδ-Cio-Fettsäuren, flüssige Mono-/Di-/Triglyceridmischungen auf Basis von C6-Ci8-Fettsäuren, Ester von C6-C22-Fettalkoholen und/oder Guerbetalkoholen mit aromatischen Carbonsäuren, insbesondere Benzoesäure, pflanzliche Öle, verzweigte primäre Alkohole, substituierte Cyclohexane, lineare C6-C22-Fettalkoholcarbonate, Guerbetcarbonate, Ester der Benzoesäure mit linearen und/oder verzweigten C6-C22-Alkoholen (z.B. Finsolv® TN), Dialkylether, Ringöffnungsprodukte von epoxidierten Fettsäureestern mit Polyolen, Siliconöle und/oder aliphatische bzw. naphthenische Kohlenwasserstoffe in Betracht.Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear Cδ-C22 fatty alcohols, esters of branched C6-Ci3-carboxylic acids with linear Cε-C are further oil bodies, for example ∑∑-fatty alcohols, esters of linear C6-C22 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimerediol or trimer triol) and / or Guerbet alcohols, triglycerides based on Cδ-Cio fatty acids, liquid mono- / di- / triglyceride mixtures based on C6-Ci8 fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear C6-C22 fatty alcohol carbonates, Guerbet carbonates, esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g. B. Finsolv® TN), dialkyl ethers, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.
Als Emuigatoren kommen beispielsweise nichtionogene Tenside aus mindestens einer der folgenden Gruppen in Frage:Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:
(1) Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/ oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe; (2) C12/ ,8-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin;(1) Adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 C atoms, with fatty acids with 12 to 22 C atoms and with alkylphenols with 8 to 15 C atoms in the Alkyl group; (2) C12 /, 8-fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol;
(3) Glycerinmono- und -diester und Sorbitanmono- und -diester von gesättigten und ungesättigten Fettsäuren mit 6 bis 22 Kohlenstoffatomen und deren Ethylenoxidanlagerungsprodukte;(3) glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and their ethylene oxide addition products;
(4) Alkylmono- und -oligoglycoside mit 8 bis 22 Kohlenstoffatomen im Alkylrest und deren ethoxy- lierte Analoga;(4) alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogs;
(5) Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;(5) adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
(6) Polyol- und insbesondere Polyglycerinester wie z.B. Polyglycerinpolyricinoleat, Polyglycerinpoly- 12-hydroxystearat oder Polyglycerindimerat. Ebenfalls geeignet sind Gemische von Verbindungen aus mehreren dieser Substanzklassen;(6) polyol and especially polyglycerol esters such as e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxystearate or polyglycerol dimerate. Mixtures of compounds from several of these classes of substances are also suitable;
(7) Anlagerungsprodukte von 2 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;(7) adducts of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;
(8) Partialester auf Basis linearer, verzweigter, ungesättigter bzw. gesättigter C6/22-Fettsäuren, Ricinolsäure sowie 12-Hydroxystearinsäure und Glycerin, Polyglycerin, Pentaerythrit, Dipenta- erythrit, Zuckeralkohole (z.B. Sorbit), Alkylglucoside (z.B. Methylglucosid, Butylglucosid, Lauryl- glucosid) sowie Polyglucoside (z.B. Cellulose);(8) partial esters based on linear, branched, unsaturated or saturated C6 / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerin, polyglycerin, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside - glucoside) and polyglucosides (eg cellulose);
(9) Trialkylphosphate sowie Mono-, Di- und/oder Tri-PEG-alkylphosphate;(9) trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates;
(10) Wollwachsalkohole;(10) wool wax alcohols;
(11) Polysiioxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate;(11) polysiioxane-polyalkyl-polyether copolymers or corresponding derivatives;
(12) Mischester aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol gemäß DE-PS 1165574 und/oder Mischester von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methyiglucose und Polyolen, vorzugsweise Glycerin sowie(12) mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 1165574 and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol and
(13) Polyalkylenglycole.(13) Polyalkylene glycols.
Die Aniagerungsprodukte von Ethylenoxid und/oder von Propylenoxid an Fettalkohole, Fettsäuren, Alkylphenole, Glycerinmono- und -diester sowie Sorbitanmono- und -diester von Fettsäuren oder an Ricinusöl stellen bekannte, im Handel erhältliche Produkte dar. Es handelt sich dabei um Homologengemische, deren mittlerer Alkoxylierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/ oder Propylenoxid und Substrat, mit denen die Anlagerungsreaktion durchgeführt wird, entspricht. C12/ ,8-Fettsäuremono- und -diester von Anlagerungsprodukten von Ethylenoxid an Glycerin sind aus DE-PS 20 24051 als Rückfettungsmittel für kosmetische Zubereitungen bekannt.The addition products of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters as well as sorbitan mono- and diesters with fatty acids or with castor oil are known, commercially available products. These are mixtures of homologs, the middle of which Degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out. C12 /, 8-fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE-PS 20 24051 as refatting agents for cosmetic preparations.
Cβ -Alkylmono- und -oligoglycoside, ihre Herstellung und ihre Verwendung sind aus dem Stand der Technik bekannt. Ihre Herstellung erfolgt insbesondere durch Umsetzung von Glucose oder Oligosac- chariden mit primären Alkoholen mit 8 bis 18 C-Atomen. Bezüglich des Glycosidrestes gilt, daß sowohl Monoglycoside, bei denen ein cyclischer Zuckerrest glycosidisch an den Fettalkohol gebunden ist, als auch oligomere Glycoside mit einem Oligomerisationsgrad bis vorzugsweise etwa 8 geeignet sind. Der Oligomerisierungsgrad ist dabei ein statistischer Mittelwert, dem eine für solche technischen Produkte übliche Homologenverteilung zugrunde liegt. Weiterhin können als Emuigatoren zwitterionische Tenside verwendet werden. Als zwitterionische Tenside werden solche oberflächenaktiven Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine Carboxylat- und eine Sulfonatgruppe tragen. Besonders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl-N,N- dimethylammoniumglycinate, beispielsweise das Kokosalkyldimethylammoniumglycinat, N-Acylamino- propyl-N.N-dimethylammoniumglycinate, beispielsweise das Kokosacylaminopropyldimethylammonium- glycinat, und 2-Alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhydroxyethylcarboxymethylglycinat. Besonders bevorzugt ist das unter der CTFA-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid- Derivat. Ebenfalls geeignete Emuigatoren sind ampholytische Tenside. Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer Cβ -Alkyl- oder -Acylgruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder -SO3H- Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N-Alkylprapionsäuren, N-Alkylaminobuttersäuren, N-Alkyliminodi- propionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2-Alkyl- aminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkyl- gruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropionat und das C,2. ,8-Acylsarcosin. Neben den ampholytischen kommen auch quartäre Emuigatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methyl- quatemierte Difettsäuretriethanolaminester-Salze, besonders bevorzugt sind.Cβ-alkyl mono- and oligoglycosides, their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms. With regard to the glycoside residue, both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable. The degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products. Zwitterionic surfactants can also be used as emulsifiers. Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule. Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the coconut alkyldimethylammonium glycinate, N-acylamino propyl-NN-dimethylammonium glycinate, for example the coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylate -hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. The fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are also ampholytic surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a Cβ-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO3H group in the molecule and are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycine, N-alkylprapionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid, each with about 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C, 2. , 8-acylsarcosine. In addition to the ampholytic emulsifiers, quaternary emulsifiers are also suitable, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie polyethoxylierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monoglyceride und Fettsäurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen.Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
Als Konsistenzgeber kommen in erster Linie Fettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohienstoffatomen und daneben Partialglyceride in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Polysaccha- ride, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethyl- ceilulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -di-ester von Fettsäuren, Polyacrylate, (z.B. Carbopole® von Goodrich oder Synthalene® von Sigma), Polyacryl- amide, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäure- glyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside sowie Elektrolyte wie Kochsalz und Ammoniumchlorid. Typische Beispiele für Fette sind Glyceride, als Wachse kommen u.a. Bienenwachs, Carnaubawachs, Candelillawachs, Montanwachs, Paraffinwachs oder Mikrowachse gegebenenfalls in Kombination mit hydrophilen Wachsen, z.B. Cetylstearylalkohol oder Partialglyceriden in Frage. Als Stabilisatoren können Metallsalze von Fettsäuren wie z.B. Magnesium-, Aluminium- und/oder Zinkstearat eingesetzt werden. Unter biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherolacetat, Tocopherol- palmitat, Ascorbinsäure, Desoxyribonucleinsäure, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säuren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte und Vitaminkomplexe zu verstehen. Als Pigmente mit Lichtschutzeigenschaften kommen feinverteilte Metalloxide wie beispielsweise Titandioxid oder Zinkstearat in Frage. Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineralstoffe, Pemulen sowie alkylmodifizierte Carbopoltypen (Goodrich) dienen.The main consistency factors are fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred. Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and di-esters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylic amides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as sodium chloride and ammonium chloride. Typical examples of fats are glycerides; waxes include beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, for example cetylstearyl alcohol or partial glycerides. Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used as stabilizers. Biogenic active substances are, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes. Pigments with light protection properties include finely divided metal oxides such as titanium dioxide or zinc stearate. Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases.
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope wie beispielsweise Ethanol, Isopropylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Typische Beispiele sindHydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
• Glycerin;• glycerin;
• Alkylengiycole wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethy te ng lycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton;Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
• technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1 ,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%; •Technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight; •
• Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;• Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
• Niedrigalkylglucoside, insbesondere solche, mit 1 bis 8 Kohlenstoffen im Alkylrest wie beispielsweise Methyl- und Butylglucosid;• Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical such as methyl and butyl glucoside;
• Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen wie beispielsweise Sorbit oder Mannit,Sugar alcohols having 5 to 12 carbon atoms, such as, for example, sorbitol or mannitol,
• Zucker mit 5 bis 12 Kohlenstoffatomen wie beispielsweise Glucose oder Saccharose;• Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
• Aminozucker wie beispielsweise Glucamin.Aminosugars such as glucamine.
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Para- bene, Pentandiol oder Sorbinsäure. Als Insekten-Repellentien kommen N,N-Diethyl-m-touluamid, 1 ,2- Pentandioi oder Insect repellent 3535 in Frage, als Selbstbräuner eignet sich Dihydraxyaceton.Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid. N, N-diethyl-m-touluamide, 1, 2-pentanedioi or Insect repellent 3535 are suitable as insect repellents, and dihydraxyacetone is suitable as a self-tanner.
Als Parfümöle seien genannt die Extrakte von Blüten (Lavendel, Rosen, Jasmin, Neroli), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Fruchtschalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Angelica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemon- gras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Moschus, Zibet und Castoreum. Als synthetische bzw. halbsynthetische Parfümöle kommen Ambroxan, Eugenol, Isoeugenol, Citranellal, Hydroxycitronellal, Geraniol, Citronellol, Geranylacetat, Citral, lonon und Methylionon in Betracht.Perfume oils include extracts from flowers (lavender, roses, jasmine, neroli), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway seeds, juniper), fruit peels (bergamot, lemon, oranges), roots (Macis, Angelica, Celery, Cardamom, Costus, Iris, Calmus), Woods (Sandal, Guaiac, Cedar, Rosewood), Herbs and Grasses (Tarragon, Lemon grass, sage, thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials such as musk, civet and castoreum are also suitable. Ambroxan, eugenol, isoeugenol, citranellal, hydroxycitronellal, geraniol, citronellol, geranyl acetate, citral, ionone and methylionone can be considered as synthetic or semi-synthetic perfume oils.
Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.The dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann durch übliche Kalt- oder Heißprozesse erfolgen; vorzugsweise arbeitet man nach der Phaseninversionstemperatur-Methode. The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40,% by weight, based on the composition. The agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.
BeispieleExamples
Tabelle 1 gibt die anwendungstechnischen Eigenschaften von Dialkylcarbonaten im Vergleich zu anderen hochspreitenden Ölen wieder.Table 1 shows the performance properties of dialkyl carbonates compared to other high-spreading oils.
Tabelle 1Table 1
Eigenschaften hochspreitender ÖleProperties of high-spreading oils
*) Bedingungen: 5 ppm Octylmethoxy Cinnamate, UV-spektrometer, 1 cm Küvette, 308 nm * ) Conditions: 5 ppm octyl methoxy cinnamate, UV spectrometer, 1 cm cuvette, 308 nm
In der nachfolgenden Tabelle 2 sind die Rezepturbeispiele 1 bis 7 erfindungsgemäß, die Beispiele V1 und V2 dienen zum Vergleich. Beurteilt wurde die Stabilität der Formulierungen nach Lagerung über 4 Wochen bei 40°C; (+) bedeutet hier stabil, (-) Sedimentation. In Table 2 below, recipe examples 1 to 7 are according to the invention, examples V1 and V2 are used for comparison. The stability of the formulations after storage for 4 weeks at 40 ° C. was assessed; (+) means stable, (-) sedimentation.
Tabelle 2 RezepturbeispieleTable 2 Examples of recipes
Tabelle 3Table 3
Weitere Rezepturbeispiele*Further recipe examples *
*) 8 = W/O-Sonnenschutzcreme, 9-11 = W/O-Sonnenschutzlotionen, 12,15,16,19 = O/W-Sonnenschutzcremes, 13,14,17,18 = O/W-Sonnenschutzcremes *) 8 = W / O sunscreen, 9-11 = W / O sunscreen lotions, 12,15,16,19 = O / W sunscreen, 13,14,17,18 = O / W sunscreen

Claims

Patentansprüche Patent claims
1. Sonnenschutzmittel, enthaltend1. Sunscreen containing
(a) Dialkylcarbonate und(a) dialkyl carbonates and
(b) UV-Lichtschutzfilter.(b) UV light protection filter.
nach Anspruch 1 , dadurch gekennzeichnet, daß sie Dialkylcarbonate der Formel (I) enthalten,according to claim 1, characterized in that they contain dialkyl carbonates of the formula (I),
in der R1 und R2 unabhängig voneinander für lineare oder verzweigte Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlenstoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 12 Kohlenstoffatome aufweisen.in which R 1 and R 2 independently represent linear or branched alkyl and/or alkenyl radicals with 1 to 22 carbon atoms, with the proviso that they have at least 12 carbon atoms in total.
3. Mittel nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie Di-n-octylcarbonat und/oder Di-2-ethylhexylcarbonat enthalten.3. Composition according to claims 1 and 2, characterized in that they contain di-n-octyl carbonate and / or di-2-ethylhexyl carbonate.
4. Mittel nach den Ansprüchen 1 bis 3, dadurch gekennzeichnet, daß sie 1 bis 30 Gew.-% Dialkylcarbonate - bezogen auf die Mittel - enthalten.4. Agents according to claims 1 to 3, characterized in that they contain 1 to 30% by weight of dialkyl carbonates - based on the agents.
5. Mittel nach den Ansprüchen 1 bis 4, dadurch gekennzeichnet, daß sie UV-Lichtschutzfilter enthalten, ausgewählt aus der Gruppe, die gebildet wird von 3-Benzylidencampfιer und dessen Derivaten, 4-Aminobenzoesäurederivaten, Zimtsäureestern, Salicyisäurestern, Benzophenonderi- vaten, Benzalmalonsäuren, Triazinderivaten, Propan-1 ,3-dionen, 2-Phenylbenzimidazol-5-sulfon- säuren, Benzophenonsulfonsäuren, Benzoylmethanderivaten, feindispersen Metalloxiden, Super- oxid-Dismutase, Tocopherolen (Vitamin E) und Ascorbinsäure (Vitamin C).5. Agents according to claims 1 to 4, characterized in that they contain UV light protection filters selected from the group formed by 3-benzylidene camphor and its derivatives, 4-aminobenzoic acid derivatives, cinnamic acid esters, salicyic acid esters, benzophenone derivatives, benzalmalonic acids, Triazine derivatives, propane-1,3-dione, 2-phenylbenzimidazole-5-sulfonic acids, benzophenone sulfonic acids, benzoylmethane derivatives, finely dispersed metal oxides, superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C).
6. Mittel nach den Ansprüchen 1 bis 5, dadurch gekennzeichnet, daß sie die UV-Lichtschutzfilter in Mengen von 0,1 bis 5 Gew.-% - bezogen auf die Mittel - enthalten.6. Agents according to claims 1 to 5, characterized in that they contain the UV light protection filters in amounts of 0.1 to 5% by weight - based on the agents.
7. Mittel nach den Ansprüchen 1 bis 6, dadurch gekennzeichnet, daß sie weitere Olkörper enthalten, die ausgewählt sind aus der Gruppe, die gebildet wird von Guerbetalkoholen auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen, Estern von linearen C6-C20- Fettsäuren mit linearen Cβ-C∑o-Fettalkoholen, Estern von verzweigten C6-Cι3-Carbonsäuren mit linearen C6-C20-Fettalkoholen, Estern von linearen Cβ-Ciβ-Fettsäuren mit verzweigten Alkoholen, Estern von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen und/oder Guer- betalkoholen, Triglyceriden auf Basis Cβ-Cio-Fettsäuren, Estern von C6-C22-Fettalkohoien und/oder Guerbetalkoholen mit aromatischen Carbonsäuren pflanzlichen Ölen, verzweigten primären Alkoholen, substituierten Cyclohexanen, Guerbetcarbonaten, Dialkylethen, Ringöffnungsprodukten von epoxidierten Fettsäureestern mit Polyolen, Siliconölen und/oder aliphatischen bzw. naphtheni- schen Kohlenwasserstoffen.7. Composition according to claims 1 to 6, characterized in that they contain further oil bodies which are selected from the group formed by Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6 -C20- fatty acids with linear Cβ-C∑o fatty alcohols, esters of branched C6-Cι 3 carboxylic acids with linear C6-C2 0 fatty alcohols, esters of linear Cβ-Ciβ fatty acids with branched alcohols, esters of linear and/or branched fatty acids with polyhydric alcohols and/or Guer- bet alcohols, triglycerides based on Cβ-Cio fatty acids, esters of C6-C22 fatty alcohols and/or Guerbet alcohols with aromatic carboxylic acids, vegetable oils, branched primary alcohols, substituted cyclohexanes, Guerbet carbonates, dialkylethenes, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and/or aliphatic or naphthenic hydrocarbons.
8. Mittel nach den Ansprüchen 1 bis 7, dadurch gekennzeichnet, daß sie weiterhin Emuigatoren enthalten, ausgewählt aus der Gruppe, die gebildet wird von8. Composition according to claims 1 to 7, characterized in that they further contain emuigators selected from the group formed by
(1) Anlagerungsprodukten von 2 bis 30 Mol Ethylenoxid und/ oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe;(1) Addition products of 2 to 30 mol of ethylene oxide and/or 0 to 5 mol of propylene oxide with linear fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms and with alkylphenols with 8 to 15 carbon atoms in the alkyl group;
(2) Ci2/i8-Fettsäuremono- und -diestem von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin;(2) Ci2/i8 fatty acid mono- and diesters of addition products of 1 to 30 mol of ethylene oxide with glycerol;
(3) Glycerinmono- und -diestem und Sorbitanmono- und -diestern von gesättigten und ungesättigten Fettsäuren mit 6 bis 22 Kohlenstoffatomen und deren Ethylenoxidanlagerungsproduk- ten;(3) glycerol mono- and diesters and sorbitan mono- and diesters of saturated and unsaturated fatty acids with 6 to 22 carbon atoms and their ethylene oxide addition products;
(4) Alkylmono- und -oiigoglycosiden mit 8 bis 22 Kohlenstoffatomen im Alkylrest und deren eth- oxylierten Analoga;(4) alkyl mono- and -oiigoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogues;
(5) Anlagerungsprodukten von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;(5) adducts of 15 to 60 moles of ethylene oxide with castor oil and/or hydrogenated castor oil;
(6) Polyolestern;(6) polyol esters;
(7) Anlagerungsprodukten von 2 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;(7) adducts of 2 to 15 moles of ethylene oxide with castor oil and/or hydrogenated castor oil;
(8) Partialestern auf Basis linearer, verzweigter, ungesättigter bzw. gesättigter C6/22-Fettsäuren, Ricinolsäure sowie 12-Hydroxystearinsäure und Glycerin, Polyglycerin, Pentaerythrit, Dipenta- erythrit, Zuckeralkoholen, Alkylglucosiden sowie Polyglucosiden ;(8) Partial esters based on linear, branched, unsaturated or saturated C6/22 fatty acids, ricinoleic acid as well as 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols, alkyl glucosides and polyglucosides;
(9) Trialkylphosphaten sowie Mono-, Di- und/oder Tri-PEG-alkylphosphaten;(9) trialkyl phosphates and mono-, di- and/or tri-PEG alkyl phosphates;
(10) Wollwachsalkoholen;(10) wool wax alcohols;
(11) Polysiloxan-Polyalkyl-Polyether-Copolymeren bzw. entsprechende Derivaten;(11) polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
(12) Mischestern aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol und/oder Mischestern von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyolen sowie(12) Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol and/or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols as well
(13) Polyalkylenglycolen.(13) Polyalkylene glycols.
9. Verwendung von Dialkylcarbonaten als Löse- bzw. Dispergiermittel für UV-Lichtschutzfilter. 9. Use of dialkyl carbonates as solvents or dispersants for UV light protection filters.
EP98946389A 1997-08-29 1998-08-20 Sun screen agents Withdrawn EP1009374A2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19737737A DE19737737C2 (en) 1997-08-29 1997-08-29 Use of dialkyl carbonates
DE19737737 1997-08-29
PCT/EP1998/005293 WO1999011235A2 (en) 1997-08-29 1998-08-20 Sun screen agents

Publications (1)

Publication Number Publication Date
EP1009374A2 true EP1009374A2 (en) 2000-06-21

Family

ID=7840597

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98946389A Withdrawn EP1009374A2 (en) 1997-08-29 1998-08-20 Sun screen agents

Country Status (5)

Country Link
US (1) US6280712B1 (en)
EP (1) EP1009374A2 (en)
JP (1) JP2001514203A (en)
DE (1) DE19737737C2 (en)
WO (1) WO1999011235A2 (en)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19820827A1 (en) * 1998-05-09 1999-11-11 Beiersdorf Ag Ultraviolet B filter combination used in cosmetic or dermatological formulation
DE19956601A1 (en) * 1999-11-25 2001-05-31 Cognis Deutschland Gmbh Cosmetic and/or pharmaceutical formulations, used as sun screen formulations, contain ultraviolet light filter and oil component and/or emulsifier with specified polarity
DE10002643A1 (en) * 2000-01-21 2001-07-26 Cognis Deutschland Gmbh New deodorant preparations which have improved storage stability and may have improved skin feel, include a dialkyl carbonate to improve emulsification of the components
EP1170015A1 (en) * 2000-07-06 2002-01-09 Laboratoires Serobiologiques(Societe Anonyme) Use of extracts of the fungus Grifola frondosa
DE10035071A1 (en) * 2000-07-17 2002-01-31 Cognis Deutschland Gmbh Decorative cosmetic preparations
DE10038712A1 (en) * 2000-08-09 2002-02-21 Beiersdorf Ag Photoprotective combination of asymmetrically substituted triazine ultraviolet filter(s) and dialkyl carbonate solubilizer(s) useful in cosmetic or dermatological compositions
DE10136483A1 (en) 2001-07-27 2003-02-13 Cognis Deutschland Gmbh Emulsifier mixtures for use in pharmaceuticals and cosmetics, e.g. as roll-on antiperspirants, comprising fatty alcohols, ethoxylated fatty alcohols and dialkyl- or dialkenyl-ethers and/or -carbonates
DE10217474A1 (en) * 2002-04-19 2003-11-06 Cognis Deutschland Gmbh Sun protection emulsion with foam dispenser
DE10300506A1 (en) 2003-01-08 2004-07-22 Cognis Deutschland Gmbh & Co. Kg wax dispersions
US8017136B2 (en) * 2004-05-24 2011-09-13 The Procter & Gamble Company Shiny foundation
EP1600144A1 (en) * 2004-05-24 2005-11-30 The Procter & Gamble Company Translucent cosmetic foundation
FR2882927B1 (en) * 2005-03-09 2009-07-03 Jean Noel Thorel SOLAR COSMETIC COMPOSITIONS
EP1709954A1 (en) * 2005-04-05 2006-10-11 The Procter & Gamble Company Translucent, sunscreening cosmetic foundation composition
US7910090B2 (en) * 2005-06-20 2011-03-22 Playtex Products, Inc. Non-irritating compositions
EP1931301A1 (en) * 2005-08-17 2008-06-18 Mary Kay, Inc. Sunless tanning compositions
ATE512698T1 (en) * 2005-10-26 2011-07-15 Kpss Kao Gmbh METHOD FOR PREPARING AN AQUEOUS COMPOSITION
EP1930311A1 (en) * 2006-12-08 2008-06-11 Cognis IP Management GmbH Dialkylcarbonates of branched alcohols and their use
US10888515B2 (en) 2007-08-13 2021-01-12 Shantel Medical Supply Corp. Producing a topical solution composition
US9770480B2 (en) * 2007-08-13 2017-09-26 Shantel Medical Supply Corp. Producing a topical solution coposition
US8481006B2 (en) * 2008-04-25 2013-07-09 New Sunshine, Llc Melt formula
EP3546025A3 (en) * 2011-11-23 2021-09-15 Basf Se Use of oleogels in uv absorber compositions
JP6462667B2 (en) * 2013-05-10 2019-01-30 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se Agent containing a large amount of UV stabilizer
AU2016305530B2 (en) * 2015-08-13 2021-04-29 Arch Personal Care Products, Lp Wet wipe concentrate

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4119890A1 (en) 1991-06-17 1992-12-24 Henkel Kgaa COSMETIC AND PHARMACEUTICAL OIL COMPONENTS
DE19631792A1 (en) 1996-08-08 1997-03-20 Henkel Kgaa Stable and kind to skin sun protectant compsn.

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1165574B (en) 1960-08-08 1964-03-19 Dehydag Gmbh Process for the production of mixed esters used as emulsifiers for ointment bases
DE2024051C3 (en) 1970-05-16 1986-05-07 Henkel KGaA, 4000 Düsseldorf Use of the esterification products of glycerol-ethylene oxide adducts with fatty acids as refatting agents in cosmetic preparations
US4395370A (en) * 1981-12-10 1983-07-26 International Flavors & Fragrances Inc. Branched chain alkenyl methyl carbonates, uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles and formate intermediates useful in preparing same
DE4426215A1 (en) 1994-07-23 1996-01-25 Merck Patent Gmbh Ketotricyclo [5.2.1.0] decane derivatives
DE4426216A1 (en) 1994-07-23 1996-01-25 Merck Patent Gmbh Benzylidene Norcampher Derivatives
DE19623383C2 (en) * 1996-06-12 1999-07-01 Henkel Kgaa Use of fatty substances as a silicone substitute for the production of cosmetic and / or pharmaceutical preparations
WO1997047282A1 (en) * 1996-06-12 1997-12-18 Henkel Kommanditgesellschaft Auf Aktien Cosmetic and/or pharmaceutical preparations
EP1293504A3 (en) 1996-07-08 2003-11-05 Ciba SC Holding AG Triazine derivatives as UV-filter in cosmetic compositions
DE19632043A1 (en) * 1996-08-08 1998-02-12 Henkel Kgaa Cosmetic products for providing protection against sunlight UV radiation

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4119890A1 (en) 1991-06-17 1992-12-24 Henkel Kgaa COSMETIC AND PHARMACEUTICAL OIL COMPONENTS
DE19631792A1 (en) 1996-08-08 1997-03-20 Henkel Kgaa Stable and kind to skin sun protectant compsn.

Also Published As

Publication number Publication date
JP2001514203A (en) 2001-09-11
WO1999011235A2 (en) 1999-03-11
US6280712B1 (en) 2001-08-28
WO1999011235A3 (en) 1999-05-06
DE19737737A1 (en) 1999-03-04
DE19737737C2 (en) 1999-09-23

Similar Documents

Publication Publication Date Title
EP1009374A2 (en) Sun screen agents
DE19756454C1 (en) Surface-active compositions, especially cosmetics, containing glycerol carbonate as emulsifier
EP1096993B1 (en) W/o emulsion bases
DE19815086C2 (en) Sunscreen
DE19837841A1 (en) Improving the consistency of cold-produced cosmetic oil-in-water emulsions by adding an aqueous dispersion containing a wax and an emulsifier
DE19919630A1 (en) Sunscreen
EP1112058B1 (en) Use of cyclic carbonates as moisturisers
EP1412068B1 (en) Emulsifier mixture
EP1069884B1 (en) Cosmetic or pharmaceutical agents containing ribonucleic or desoxyribonucleic acids
DE19825462C2 (en) Emulsifiers
WO2000061078A2 (en) Sunscreen agents containing hydroxycarboxylic acid alkyl- and/or -alkenyloligoglycoside esters
EP0980683A1 (en) Method of preparation of stable emulsions
EP0950398A2 (en) Use of esters as dispersants or solvents in sunscreens and solar protection pigments
DE19827661A1 (en) Using dialkyl carbonates to give effective removal of cosmetic oils, waxes, pigments and silicones
DE19744703C1 (en) Phyto-sterol ester useful as emollient agent in skin and hair care formulation
EP0902009A2 (en) Esterquats based on cinnamic acid
WO1999027896A2 (en) Pigment dispersions
DE19643062A1 (en) Use of poly:ol-poly-12-hydroxy-stearate compounds as pigment dispersants
DE19828021C1 (en) Cosmetic preparation which makes hair easier to comb and make skin soft to touch
EP0955037A1 (en) Skin care compositions
WO1999009943A1 (en) Sunscreening agent containing fatty acid polyglycol ester sulphates
DE19853846A1 (en) Use of esterquats as pigment dispersants
EP0982024A2 (en) Cosmetic and/or pharmaceutical W/O emulsions
DE19810889A1 (en) Sunscreen with improved stability and transparency
DE19956603A1 (en) Use of alkyl- and/or alkenyl-oligoglycoside fatty acid esters as pigment dispersants for production of cosmetic and/or pharmaceutical formulation, e.g. lipstick, eye shadow, make up or sun screen

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20000219

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): DE ES FR GB IT NL

17Q First examination report despatched

Effective date: 20011012

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: COGNIS DEUTSCHLAND GMBH & CO. KG

TPAD Observations filed by third parties

Free format text: ORIGINAL CODE: EPIDOS TIPA

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

RTI1 Title (correction)

Free format text: USE OF DI-N-OCTYLCARBONATE AND DI-2-ETHYLHEXYLCARBONATE TO INCREASE THE UV-ABSORPTION OF OCTYL METHOXYCINNAMATE

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20040203