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WO1999066884A1 - Utilisation de glycerides - Google Patents

Utilisation de glycerides Download PDF

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Publication number
WO1999066884A1
WO1999066884A1 PCT/EP1999/004065 EP9904065W WO9966884A1 WO 1999066884 A1 WO1999066884 A1 WO 1999066884A1 EP 9904065 W EP9904065 W EP 9904065W WO 9966884 A1 WO9966884 A1 WO 9966884A1
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WO
WIPO (PCT)
Prior art keywords
esters
alcohols
fatty
linear
fatty acids
Prior art date
Application number
PCT/EP1999/004065
Other languages
German (de)
English (en)
Inventor
Catherine Le Hen Ferrenbach
Original Assignee
Cognis Deutschland Gmbh
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 filed Critical Cognis Deutschland Gmbh
Priority to EP99931062A priority Critical patent/EP1098625A1/fr
Priority to JP2000555570A priority patent/JP2002518421A/ja
Publication of WO1999066884A1 publication Critical patent/WO1999066884A1/fr

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Classifications

    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • 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
    • 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.
  • Preparations of this type are usually offered either in the form of lotions, optionally on cotton wads, or as creams.
  • the consumer also wishes that the products, which are always emulsions, have sufficient storage stability and, in particular, do not irreversibly separate in the heat.
  • 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 against waxes, oils, silicone compounds and also against pigments, are extraordinarily compatible with the skin and mucous membranes and can be stably incorporated into emulsions.
  • the invention relates to the use of technical di- / triglyceride mixtures obtainable by partial transesterification of vegetable oils with (a) a mixture of glycerol and C ⁇ -Cio-fatty acids or their methyl esters or (b) triglycerides based on the fatty acids mentioned, for the production of make-up removers.
  • compositions which contain oil bodies of the type of technical di- / triglyceride mixtures in particular those which are modified coconut oils, have a high cleaning power for waxes, oils and pigments and in particular silicone compounds, and are well tolerated by the skin and eye mucosa .
  • the glycerides are easy to incorporate 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.
  • the technical di- / triglyceride mixtures to be used in the sense of the invention are known substances, the production of which is described, for example, by partial transesterification of vegetable oils with short-chain fatty acids or methyl esters in German Offenlegungsschrift DE-A1 19604744 (Henkel). Saturated vegetable oils which have an iodine number in the range from 0.5 to 50 are predominantly suitable as starting materials for the partial transesterification.
  • the vegetable oils are derived from fatty acids, which can have 6 to 22 carbon atoms, but the focus of the C chain distribution is in the range from 12 to 18 carbon atoms. This means that at least 80% of the fatty acids contained in the vegetable oils have 12 to 22 and preferably 12 to 18 carbon atoms.
  • Typical examples are palm oil, palm kernel oil, babassu oil and / or coconut oil, the use of which is also particularly preferred.
  • Vegetable oils that come into consideration after hardening, ie lowering the iodine number, are olive oil, sunflower oil, rapeseed oil, peanut oil, cottonseed oil, tea seed oil, chaulmoogra oil, coriander oil, linseed oil and meadowfoam oil.
  • Fatty acids suitable for the partial transesterification in the presence of glycerol are caproic acid, capric acid and in particular Ca prylic acid. The corresponding methyl esters can also be used instead of the fatty acids.
  • the partial transesterification can also be carried out directly with triglycerides based on the fatty acids mentioned; the use of glycerin can then be omitted.
  • various reactions run side by side, which lead to a complex mixture of di- and triglycerides.
  • a partial transesterification of the vegetable oils takes place, ie at least some of the longer-chain fatty acids in the vegetable oil are exchanged for the shorter-chain fatty acids in the methyl ester.
  • the longer-chain fatty acids released can then in turn form esters with the free glycerol.
  • Transesterification of the short-chain methyl esters with the glycerol is also possible under these conditions.
  • the complex reaction which for the sake of simplicity is referred to here as “partial transesterification”, usually takes place at temperatures in the range from 140 to 250 and preferably 210 to 230 ° C.
  • Suitable catalysts for this purpose are known substances such as zinc soaps and tin grinding , Tin oxides, titanium acid esters, alkali metal hydroxides, carbonates or alcoholates and the like, which are used in amounts of 0.05 to 1 and preferably 0.1 to 0.5% by weight, based on the starting materials continuously removing the methanol liberated during the transesterification from the reaction equilibrium and neutralizing the catalyst after the end of the reaction, for example by adding bleaching earth, in order not to catalyze any back reactions in the course of the distillative removal of unreacted methyl ester.
  • the vegetable oils, the fatty acids or methyl esters and the glycerol in a molar ratio is 1: (2.5 to 3.5): (1, 0 to 2.0), with molar ratios of 1: (3.0 to 3.4): (1, 3 to 1, 6) especially are preferred because under these conditions a practically complete conversion results.
  • triglycerides are used, the ratio is the same, but of course must be calculated on the number of acyl groups.
  • the use of glycerin is not necessary in these cases, although it is possible in small quantities. In all cases, products are obtained which have a monoglyceride content below 5% by weight and in which the weight ratio between di- and triglycerides is in the range from 1: 3 to 1: 6.
  • Such di- / triglyceride mixtures are characterized by optimal technical properties. If necessary, the di-triglyceride mixtures obtained after the transesterification can still be subjected to deodorization in a manner known per se.
  • the oils are usually treated continuously in a downflow column or discontinuously in a boiler with hot steam, as a result of which the odor carriers which are volatile in steam (for example short-chain aldehydes or ketones) are removed virtually quantitatively.
  • a correspondingly modified coconut oil is commercially available, for example, under the Myritol® 331 brand.
  • the glycerides 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 glycerides and other oil bodies. The same quantities apply to these, the weight ratio between However, the glycerides and the other oil bodies are 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, for example, cotton wool or viscose, are soaked with the preparations for the production of eye cleansing agents and are thus brought onto the market.
  • the make-up removers obtainable in the sense of the invention can furthermore contain, as additional 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. surfactants that are particularly compatible with the skin are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucosides, fatty acid glucamides or alkyl amide fatty acid proteins, and alkyl amide fatty acid proteins, preferably protein amide fatty acid proteins, or alkyl amide fatty acid proteins, or alkyl amide fatty acid proteins, or alkyl amido fatty acid proteins, preferably protein-based fatty acid proteins or alkyl amide fatty acid proteins, alkyl amide fatty acid proteins, and alkyl amido fatty acid 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-C ⁇ 3 carboxylic acids with linear C6-C22 fatty alcohols, esters of linear C6-C 2 2 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of hydroxycarboxylic acids with linear or branched C6-C22 -Fatty alcohols, especially 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, esters of C6-C 2 2 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular Benzoic acid, esters of C 2 - Ci2 dicarboxylic acids with
  • 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);
  • the adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, aikylphenols, glycerol mono- and diesters and 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.
  • Ci2 / i8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE-PS 2024051 as refatting agents for cosmetic preparations.
  • C ⁇ / 18 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 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 coconut alkyldimethylammonium glycinate, N-acyiamino-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-acyiamino-propyl-N, N-dimethylammonium glyc
  • fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • Suitable emulsifiers are 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-alkylpropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkyl aminopropionic acids and alkylaminoacetic acids each having 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), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides, and electrolytes such as sodium chloride and ammonium chloride.
  • polysaccharides in particular xanthan gum, guar gu
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, such as, for example, a quaternized hydroxyethyl cellulose, which is available from Amerchol under the name Polymer JR 400®, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, Luviquat® ( BASF), 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 amidomethicones, copolymers of adiphylacentric acid and dimethylaminodinohydroxy (aminohydroxy) Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldially
  • 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, waxes include Beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or micro waxes, optionally in combination with hydrophilic waxes, e.g. Cetylstearyl alcohol or partial glycerides in question.
  • Metal salts of fatty acids such as e.g.
  • 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 vitamins.
  • Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types 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 salicylic acid 2-ethylhexyl ester, salicylic acid 4-isopropylbenzyl ester, salicylic acid homomethyl ester;
  • 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 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;
  • Ketotricyclo (5.2.1.0) decane derivatives as described in EP-B1 0694521.
  • Sulfonic acid derivatives of 3-benzylidene camphor e.g. 4- (2-oxo-3-bornylidene methyl) 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
  • benzoylmethane such as 1 - (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione, 4-tert-butyl
  • 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.
  • 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 a 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).
  • 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-carnosine, L-carnosine 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-carnosine, L-carnosine 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
  • salts 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-, heptathioninsulfoximine
  • very low tolerable dosages e.g. pmol to ⁇ mol / kg
  • 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.
  • ⁇ -oleolenic acid, linoleic acid, oleic acid) Folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (eg ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherol e and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as coniferyl benzoate of benzoin, rutinic acid and its derivatives, ⁇ -glycosyl rutin, ferulic acid, furfurylidene glucitol, carnosine,
  • vitamin C and derivatives eg ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate
  • tocopherol e and derivatives e.g. vitamin E acetate
  • vitamin A and derivatives vitamin A palmitate
  • stilbenes and their derivatives for example stilbene oxide, trans-stilbene oxide
  • the derivatives suitable according to the invention salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids
  • 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 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, para bene, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
  • 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, angelica, celery, cardamom, costus, iris, calmus), wood (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 e.g.
  • the ethers include, for example, benzyl ethyl ether, the aldehydes e.g.
  • the linear alkanals with 8 to 18 carbon atoms citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, to the ketones e.g. the Jonone, oc-isomethylionon and methylcedryl ketone, to the alcohols anethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams.
  • 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 mélanges techniques de di/triglycérides, obtenus par transestérification partielle d'huiles végétales avec (a) un mélange de glycérine et d'acides gras C6-C10 ou respectivement leurs méthylesters ou (b) des triglycérides à base des acides gras mentionnés, pour préparer des agents démaquillants de préférence sous forme d'émulsion. Les corps huileux associent un nettoyant élevé par rapport à une pluralité de substances ayant une tolérance particulière en termes de dermocosmétique.
PCT/EP1999/004065 1998-06-22 1999-06-12 Utilisation de glycerides WO1999066884A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP99931062A EP1098625A1 (fr) 1998-06-22 1999-06-12 Utilisation de glycerides
JP2000555570A JP2002518421A (ja) 1998-06-22 1999-06-12 グリセリドの使用

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DE19827662.1 1998-06-22
DE1998127662 DE19827662A1 (de) 1998-06-22 1998-06-22 Verwendung von Glyceriden

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1048283A1 (fr) * 1999-04-17 2000-11-02 Cognis Deutschland GmbH Utilisation des mélanges de oligoglycosides, de polyol-poly-12-hydroxystéarates et de composants huileux pour la préparations d'agents demaquillantes
WO2001089678A3 (fr) * 2000-05-24 2002-07-18 Cognis Deutschland Gmbh Agents emulsifiants
US7901699B2 (en) 2004-06-30 2011-03-08 The Nisshin Oillio Group, Ltd. Cosmetic composition and cosmetics

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10025756C2 (de) * 2000-05-25 2003-02-20 Cognis Deutschland Gmbh Lösungsvermittler
DE10161885B4 (de) * 2001-12-17 2017-01-12 Beiersdorf Ag Reinigungsprodukte auf Basis ölhaltiger, Mikroemulsionen
ES2293128T3 (es) * 2004-07-09 2008-03-16 JOHNSON & JOHNSON GMBH Composicion cosmetica para desmaquillar y aplicador que comprende dicha composicion.
FR2910316A1 (fr) * 2006-12-20 2008-06-27 Oreal Procede de demaquillage des cheveux recouverts d'un film polymere particulier
JP5447908B2 (ja) * 2008-03-25 2014-03-19 株式会社マンダム クレンジング化粧料
CN104688663A (zh) * 2015-02-11 2015-06-10 上海彤颜实业有限公司 一种卸妆洁面二合一乳霜及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2670111A1 (fr) * 1990-12-11 1992-06-12 Bosserelle Micheline Composition de corps gras pour produits cosmetiques.
WO1995015741A1 (fr) * 1993-12-10 1995-06-15 L'oreal Composition de maquillage des cils et des sourcils stabilisee par un melange de derives oxyethylenes
EP0775481A1 (fr) * 1995-11-10 1997-05-28 Beiersdorf Aktiengesellschaft Oléogels et émulsions R/E cosmetiques ou dermatologiques stables et exempts d'hydrocarbones
DE19650473C1 (de) * 1996-12-05 1998-04-02 Henkel Kgaa Kosmetische Zubereitungen

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2670111A1 (fr) * 1990-12-11 1992-06-12 Bosserelle Micheline Composition de corps gras pour produits cosmetiques.
WO1995015741A1 (fr) * 1993-12-10 1995-06-15 L'oreal Composition de maquillage des cils et des sourcils stabilisee par un melange de derives oxyethylenes
EP0775481A1 (fr) * 1995-11-10 1997-05-28 Beiersdorf Aktiengesellschaft Oléogels et émulsions R/E cosmetiques ou dermatologiques stables et exempts d'hydrocarbones
DE19650473C1 (de) * 1996-12-05 1998-04-02 Henkel Kgaa Kosmetische Zubereitungen

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
G. PAULUS ET AL.: "Gas-liquid chromatographic determination of castor oil as methyl ricinoleate in lipstick", J. SOC. COSMET. CHEM., vol. 23, no. 6, 1972, pages 313 - 319, XP002119890 *
N. EBERLE ET AL.: "Herstellung und Einsatzmöglichkeiten von Mono- und Diglyceridgemischen natürlicher Fettsäuren als Emulgatoren für kosmetische Erzeugnisse", TENSIDE, vol. 4, no. 1, 1967, DE, pages 12 - 15, XP002119891 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1048283A1 (fr) * 1999-04-17 2000-11-02 Cognis Deutschland GmbH Utilisation des mélanges de oligoglycosides, de polyol-poly-12-hydroxystéarates et de composants huileux pour la préparations d'agents demaquillantes
WO2001089678A3 (fr) * 2000-05-24 2002-07-18 Cognis Deutschland Gmbh Agents emulsifiants
US6927241B2 (en) 2000-05-24 2005-08-09 Cognis Deutschland Gmbh & Co. Kg Emulsifiers
US7901699B2 (en) 2004-06-30 2011-03-08 The Nisshin Oillio Group, Ltd. Cosmetic composition and cosmetics

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JP2002518421A (ja) 2002-06-25
DE19827662A1 (de) 1999-12-23

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