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WO1999066898A1 - Utilisation de carbonates de dialkyle pour produire des agents demaquillants - Google Patents

Utilisation de carbonates de dialkyle pour produire des agents demaquillants Download PDF

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Publication number
WO1999066898A1
WO1999066898A1 PCT/EP1999/004064 EP9904064W WO9966898A1 WO 1999066898 A1 WO1999066898 A1 WO 1999066898A1 EP 9904064 W EP9904064 W EP 9904064W WO 9966898 A1 WO9966898 A1 WO 9966898A1
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Prior art keywords
carbon atoms
alcohols
linear
esters
fatty
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PCT/EP1999/004064
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German (de)
English (en)
Inventor
Catherine Le Hen Ferrenbach
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Cognis Deutschland Gmbh
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Publication date
Application filed by Cognis Deutschland Gmbh filed Critical Cognis Deutschland Gmbh
Priority to AU47718/99A priority Critical patent/AU4771899A/en
Publication of WO1999066898A1 publication Critical patent/WO1999066898A1/fr

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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
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up

Definitions

  • the invention is in the field of cosmetic cleaning agents and relates to the use of selected oil bodies for the production of make-up removal oils or make-up removal emulsions.
  • a typical makeup composition contains, for example, glycerol monostearate, cetyl alcohol, stearic acid, paraffin oil, cetyl stearyl octanoate, octyl palmitate, talc, titanium dioxide, iron oxides, propylene glycol, polysorbates, xanthan, magnesium aluminum silicate, glycerin, perfume oils, preservatives and water.
  • Mascara or wax contains mascara, dyes, emulsifiers and thickeners. In addition to dyes, waxes and oil bodies, lipsticks also contain mica titanium dioxide and, more recently, silicone compounds.
  • Eyeshadows are usually mixtures of dyes with mica or titanium dioxide, which can contain talc, paraffin oil, kaolin, metal soaps, wax alcohols and emulsifiers as further ingredients.
  • Kajal pencils contain, for example, iron oxides, vegetable oils, waxes, fatty acids, talc and emulsifiers.
  • Corresponding cosmetic cleaning agents must therefore remove a large number of completely different substances as completely as possible from the skin, i.e. dissolve typical waxes, oils and silicone compounds and at the same time also solubilize pigments such as mica or titanium dioxide. Furthermore, they have to be as mild as possible to prevent reddening of the skin or even irritation to the eyes.
  • the complex object of the present invention was to provide oil bodies for the production of skin cleansing agents, especially make-up removers, which have a high cleaning ability both against waxes, oils, silicone compounds and also against pigments, are extremely skin and mucous membrane compatible and can be stably incorporated into emulsions.
  • the invention relates to the use of dialkyicarbonates for the production of make-up removers.
  • agents which contain oil bodies of the dialkyl carbonate type have a high cleaning ability for waxes, oils and pigments and, in particular, silicone compounds, and are well tolerated by the skin and eyes.
  • the dialkyl carbonates can be easily incorporated into the preparations and do not separate even when stored at high temperatures.
  • the make-up removers can be in anhydrous form, i.e. are present as oils, but are preferably water-containing emulsions.
  • Dialkyl carbonates can in principle be prepared by transesterification of dimethyl or diethyl carbonate with the suitable hydroxy compounds using the methods of the prior art; an overview of this can be found, for example, in Chem.Rev. 96, 951 (1996).
  • the dialkyl carbonates to be used according to the invention preferably follow the formula (I)
  • R 1 for a linear or branched alkyl and / or alkenyl radical with 6 to 22 carbon atoms
  • R 2 represents R 1 or an alkyl radical having 1 to 5 carbon atoms
  • n and m independently of one another represent 0 or numbers from 1 to 100 .
  • Dialkyl carbonates which are particularly suitable for solving the above task, meet one of the following conditions:
  • R 1 represents a linear alkyl radical having 8 to 18 carbon atoms or a 2-ethylhexyl radical and R 2 represents R 1 or methyl;
  • R 1 is a linear alkyl radical having 12 to 18 carbon atoms
  • R 2 is R 1 or methyl and n and m are each numbers from 1 to 10;
  • R 1 represents a radical of a polyol which is selected from the group formed by glycerol, alkylene glycols, technical oligoglycerol mixtures, methylol compounds, lower alkyl glucosides, sugar alcohols, sugars and amino sugars
  • R 2 is R 1 , a linear one or branched alkyl radical having 8 to 12 carbon atoms or methyl.
  • dialkyl carbonates of the two groups (a) and (b) are complete or partial transesterification products of dimethyl and / or diethyl carbonate with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palm oleyl alcohol, , Isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, for example in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen oxosynthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohol
  • the transesterification products of the lower carbonates with the alcohols mentioned are likewise suitable in the form of their adducts with 1 to 100, preferably 2 to 50 and in particular 5 to 20 moles of ethylene oxide.
  • the carbonates of group (c) are substances which are obtained by completely or partially transesterifying dimethyl and / or diethyl carbonate with polyols.
  • Polyols which are suitable for the purposes of the invention 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,
  • 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 with 5 to 12 carbon atoms such as sorbitol or mannitol,
  • Aminosugars such as glucamine.
  • the dialkyl carbonates are usually used in amounts of 10 to 80, preferably 20 to 50% by weight, based on the composition. It is also possible to use mixtures of dialkyl carbonates and other oil bodies. The same quantities apply to these, but the weight ratio between the dialkyl carbonates and the other oil bodies is generally 25:75 to 95: 5, preferably 40:60 to 80:20 and in particular 50:50 to 75:35.
  • the make-up removers available for the eyes and sensitive areas of the skin in the sense of the invention generally have the following compositions:
  • Agents in emulsion form generally have a water content of 10 to 90, preferably 20 to 70,% by weight and can be present both as low-viscosity emulsions or as creams.
  • suitable carriers such as cotton wool or viscose, are used with the preparations for the production of eye cleansing agents soaked and put on the market.
  • the make-up removers obtainable in the context of the invention can furthermore contain, as further auxiliaries and additives, mild surfactants, further oil bodies, emulsifiers, superfatting agents, stabilizers, consistency agents, thickeners, polymers, silicone compounds, biogenic agents, UV light protection factors, antioxidants, preservatives, hydrotropes, solubilizers, Perfume oils, dyes and the like included.
  • Suitable mild, i.e. particularly skin-compatible surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, Alkyloligogiucoside, fatty acid glucamides, alkylamidobetaines and / or protein fatty acid condensates, the latter preferably based on wheat proteins.
  • Guerbet alcohols based on fatty alcohols having 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 C ⁇ -C 13 carboxylic acids with linear C ⁇ are further oil bodies, for example -C22 fatty alcohols, esters of linear C6-C22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of hydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols, in particular dioctyl malates, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C ⁇ -Cio fatty acids, liquid mono- / di- / triglyceride mixtures based on C6-C ⁇ s fatty acids
  • Finsolv® TN linear or branched, symmetrical or unsymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.
  • 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
  • polystyrene resin 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);
  • the adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters and sorbitan mono- and diesters of 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.
  • Ci2 / i8 fatty acid monoesters and diesters of addition products of ethylene oxide with glycerol are known from DE-PS 2024051 as refatting agents for cosmetic preparations.
  • C ⁇ / i ⁇ -alkyl mono- and o-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 applies that both monoglycosides in which a cyclic sugar residue is glycosidically bound to the fatty alcohol as oligomeric glycosides with a degree of oligomerization of up to preferably about 8 are also suitable.
  • the degree of oligomerization. is a statistical mean based on a homolog distribution common 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 coconut alkyldimethylammonium glycinate, N-acylamino propyl-N, N-dimethylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxyl -3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkyldimethylammonium glycinate, N-acylamino propyl-N, N-dimethylammonium glycinate, for
  • fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • Suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are understood to mean those 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 -S0 3 H group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-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.
  • Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, partial glycerides, fatty acids or hydroxy fatty acids.
  • 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 diesters 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 table salt and ammonium chloride.
  • polysaccharides in particular xanthan gum, guar guar, agar
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallyl ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as e.g.
  • Luviquat® condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as e.g. Amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, e.g.
  • cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products of dihaloalkylene, such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, such as e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers, e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
  • dihaloalkylene such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1,3-propane
  • cationic guar gum such as e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese
  • quaternized ammonium salt polymers e.g
  • Suitable anionic, zwitterionic, amphoteric and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and esters thereof, uncrosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyl / Acrylate copolymers, octylacrylamide / methyl methacrylate / tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinyl ipyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, vinyl pyrrolidone / dimethylaminoethyl methacrylate / vinyl caprolactam and optionally deriva
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
  • Typical examples of fats are glycerides; beeswax, camamauba wax, candeliila wax, montan wax, paraffin wax or microwaxes may be used as waxes, if appropriate 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 or ricinoleate can be used as stabilizers.
  • biogenic active ingredients are tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, To understand allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes. Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
  • UV light protection factors which are used in particular in the case of transparent packaging to stabilize color and perfume, are to be understood, for example, as liquid or crystalline organic substances (light protection filters) which are able to absorb ultraviolet rays and the absorbed energy at room temperature in the form of longer-wave radiation, e.g. To give off heat again.
  • UVB filters can be oil-soluble or water-soluble.
  • oil-soluble substances e.g. to call:
  • 3-benzylidene camphor or 3-benzylidene norcampher and its derivatives e.g. 3- (4-methylbenzylidene) camphor as described in EP-B1 0693471;
  • 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-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene);
  • esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomethyl salicylic acid;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • esters of benzalmalonic acid preferably 4-methoxybenzmalonic acid di-2-ethylhexyiester;
  • Triazine derivatives e.g. 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyioxy) -1, 3,5-triazine and octyl triazone, 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-benzyiide camphor such as 4- (2-oxo-3-bornylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) 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), or 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione.
  • UV-A and UV-B filters can of course also be used in mixtures.
  • insoluble light-protection pigments namely finely dispersed metal oxides or salts, such as, for example, titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate are also suitable for this purpose.
  • 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 which differ in some other way from the spherical shape. Further suitable UV light protection filters can be found in the overview by P.Finkel in S ⁇ FW-Journal 122, 543 (1996).
  • Suitable antioxidants 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-carnosine, D-camosine, 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.
  • amino acids e.g. glycine, histidine, tyrosine, tryptophan
  • imidazoles e.g. urocanic acid
  • peptides such as D, L-carnosine, D-camosine, L-camosine and their derivatives (e.g. Anserine)
  • carotenoids e.g
  • 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
  • Dilauryl thiodipropionate distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g.
  • buthioninsulfoximines homocysteine sulfoximine, butioninsulfones, penta-, hexa-, heptathio ninsulfoximine) in very low tolerable doses (e.g. pmol to ⁇ mol / kg), further (metal) chelators (e.g. ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), -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. ⁇ -linolenic acid, linoleic acid,
  • metal chelators e.g. ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin
  • -hydroxy acids e.g. citric
  • Oleic acid Oleic acid
  • folic acid and its 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
  • coniferyl benzoate of benzoin resin rutinic acid and its derivatives, ⁇ -glycosyl rutin, ferulic acid, furfurylidene glucitol, camosin,
  • 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 in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
  • Sugar alcohols with 5 to 12 carbon atoms such as sorbitol or mannitol,
  • Aminosugars such as glucamine.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Ordinance.
  • Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angeiica, celery, cardamom, costus, iris, calmus), woods (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methyl phenylglycinate, allylcyciohexylatylatepylate propylate pylate.
  • the ethers include, for example, benzyl ethyl ether, the aldehydes, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones, for example, the Jonones, Q C-ISO- methylionone and methylcedryl ketone, the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenyethyl alcohol and teineol, and the hydrocarbons mainly include the tephenes and balsams.
  • the aldehydes for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cycl
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, e.g. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • 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.
  • the following formulation examples mean: (1, 3) w / o cleaning lotions, (2) w / o cleaning cream, (4,8,10,11) o / w cleaning lotions, (5,6,7,9 ) O / W cleaning creams, (12) cleaning gel, (13) cleaning oil and (14) PIT emulsion.
  • Recipe (1) was cold emulsified, all other preparations were made using the PIT method.

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Abstract

L'invention concerne l'utilisation de carbonates de dialkyle pour préparer des agents démaquillants sous forme d'émulsion. Les corps huileux associent un grand pouvoir nettoyant vis-à-vis d'une pluralité de substances et une tolérance toute particulière en termes de dermocosmétique.
PCT/EP1999/004064 1998-06-22 1999-06-12 Utilisation de carbonates de dialkyle pour produire des agents demaquillants WO1999066898A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU47718/99A AU4771899A (en) 1998-06-22 1999-06-12 The use of dialkyl carbonates for producing make-up removal agents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19827661.3 1998-06-22
DE1998127661 DE19827661A1 (de) 1998-06-22 1998-06-22 Verwendung von Dialkylcarbonaten

Publications (1)

Publication Number Publication Date
WO1999066898A1 true WO1999066898A1 (fr) 1999-12-29

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PCT/EP1999/004064 WO1999066898A1 (fr) 1998-06-22 1999-06-12 Utilisation de carbonates de dialkyle pour produire des agents demaquillants

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AU (1) AU4771899A (fr)
DE (1) DE19827661A1 (fr)
WO (1) WO1999066898A1 (fr)

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WO2003011421A3 (fr) * 2001-07-27 2003-11-06 Cognis Deutschland Gmbh Melange emulsifiant

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DE19917493A1 (de) * 1999-04-17 2000-10-19 Cognis Deutschland Gmbh Verwendung von Mischungen zur Herstellung von Abschminkmitteln
DE10035071A1 (de) * 2000-07-17 2002-01-31 Cognis Deutschland Gmbh Dekorative kosmetische Zubereitungen
DE10102500A1 (de) * 2001-01-19 2002-08-01 Cognis Deutschland Gmbh Emulsionen auf Basis spezieller Emulgatoren
US6860967B2 (en) 2001-01-19 2005-03-01 Sca Hygiene Products Gmbh Tissue paper penetrated with softening lotion
DE10323703A1 (de) * 2003-05-22 2004-12-23 Beiersdorf Ag Mikrobizide Zubereitungen und ihre Verwendung

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DE4119890A1 (de) * 1991-06-17 1992-12-24 Henkel Kgaa Kosmetische und pharmazeutische oelkomponente
DE4317683A1 (de) * 1993-05-27 1994-12-01 Henkel Kgaa Fettalkoholethoxybutylcarbonate
JPH07285829A (ja) * 1994-04-14 1995-10-31 Kanebo Ltd 油性化粧料
WO1997047282A1 (fr) * 1996-06-12 1997-12-18 Henkel Kommanditgesellschaft Auf Aktien Preparations cosmetiques et/ou pharmaceutiques
JPH11106326A (ja) * 1997-09-30 1999-04-20 Nikko Chemical Co Ltd 炭酸ジエステルを含有する外用剤又は化粧料

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4119890A1 (de) * 1991-06-17 1992-12-24 Henkel Kgaa Kosmetische und pharmazeutische oelkomponente
DE4317683A1 (de) * 1993-05-27 1994-12-01 Henkel Kgaa Fettalkoholethoxybutylcarbonate
JPH07285829A (ja) * 1994-04-14 1995-10-31 Kanebo Ltd 油性化粧料
WO1997047282A1 (fr) * 1996-06-12 1997-12-18 Henkel Kommanditgesellschaft Auf Aktien Preparations cosmetiques et/ou pharmaceutiques
JPH11106326A (ja) * 1997-09-30 1999-04-20 Nikko Chemical Co Ltd 炭酸ジエステルを含有する外用剤又は化粧料

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Title
DATABASE WPI Week 199601, Derwent World Patents Index; AN 1996-006868, XP002042612, "Oily cosmetic, used as lip-stick, foundation cream, eye shadow etc. - contg. dialkyl carbonate(s) and polyether denatured silicone" *
DATABASE WPI Week 199926, Derwent World Patents Index; AN 1999-308053, XP002119614, "External agents and cosmetic materials containing carbonate diester - preferably dialkylcarbonates containing optionally unsaturated linear or branched hydrocarbon residue" *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003011421A3 (fr) * 2001-07-27 2003-11-06 Cognis Deutschland Gmbh Melange emulsifiant
US7799333B2 (en) 2001-07-27 2010-09-21 Cognis Ip Management Gmbh Emulsifier mixture containing fatty alcohols, ethoxylated fatty alcohols and oil and wax components

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DE19827661A1 (de) 1999-12-23
AU4771899A (en) 2000-01-10

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