DE19827661A1 - Using dialkyl carbonates to give effective removal of cosmetic oils, waxes, pigments and silicones - Google Patents

Abstract

Use of dialkyl carbonates in cosmetics removers, preferably together with other oily materials or nonionic emulsifiers.

Description

Field of the Invention

The invention is in the field of cosmetic cleaning agents and relates to the use Formation of selected oil bodies for the production of make-up removal oils or make-up removal emulsions.

State of the art

A wide variety of ingredients are used in the field of decorative cosmetics. A typical makeup composition contains, for example, glycerol monostearate, cetyl alcohol, stea rinsic acid, paraffin oil, cetyl stearyl octanoate, octyl palmitate, talc, titanium dioxide, iron oxides, propylene glycol, polysorbate, xanthan, magnesium aluminum silicate, glycerin, perfume oils, preservatives and water. There are waxes, dyes, emulsifiers and thickeners in mascara or mascara medium included. In addition to dyes, waxes and oil bodies, lipsticks also contain above all Mica titanium dioxide and recently also silicone compounds. Eyeshadows usually pose Mixtures of dyes with mica or titanium dioxide, which contain talc, Paraffin oil, kaolin, metal soaps, wax alcohols and emulsifiers can contain. Kajal pencils hold for example iron oxides, vegetable oils, waxes, fatty acids, talc and emulsifiers. Ent Talking cosmetic cleaning agents must therefore have a variety of completely different substances Remove as completely as possible from the skin, i.e. typical waxes, oils and silicone compounds dissolve and at the same time solubilize pigments such as mica or titanium dioxide. Furthermore, must They should be as mild as possible to avoid reddening of the skin or not at all To cause eye mucosal irritation. Preparations such as those used for for example in EP-B1 0705592 (L'Oreal) are disclosed, either in the form of lotions also offered on cotton swabs or as creams. Here is on the part of the consumer in addition, the desire that the products, which are always emulsions, are one have sufficient storage stability and in particular do not separate irreversibly when heated.  

Furthermore, reference is made to the German published application DE-A1 40 40 154 (Henkel), from which the use of Guerbet carbonates based on alcohols with at least 6 carbon atoms as Oil body is known for cosmetic products. Subject of the German published application DE-A1 43 17 683 (Henkel) are carbonates based on ethoxylated fatty alcohols and their use for Cleaning hard surfaces.

Accordingly, the complex object of the present invention has been to provide oil bodies for the Manufacture of skin cleansers, especially make-up removers, to provide a ho hes cleaning ability against waxes, oils, silicone compounds as well as against Have pigments, are extremely compatible with the skin and mucous membranes and are stable in emuls sions incorporated.

Description of the invention

The invention relates to the use of dialkyl carbonates for the production of make-up remover average.

Surprisingly, it was found that agents containing oil bodies of the dialkyl carbonate type ten, a high cleaning ability for waxes, oils and pigments and in particular silicone compound dung, are well tolerated by the skin and eyes. Leave the dialkyl carbonates easily work into the preparations and do not separate even when stored at high temperatures. The Make-up removers can be in anhydrous form, i.e. H. are present as oils, preferably each but about water-based emulsions.

Dialkyl carbonates

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)

in which R ^{1 is} a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms or a radical which is derived from a polyol having 2 to 15 carbon atoms and at least 2 hydroxyl groups, R ^{2 is} R ¹ or an alkyl radical has 1 to 5 carbon atoms and n and m independently of one another represent 0 or numbers from 1 to 100. Dialkyl carbonates, which are particularly suitable for solving the present task, meet one of the following conditions:

• a) R ¹ is a linear alkyl radical having 8 to 18 carbon atoms or a 2-ethylhexyl radical and R ^{2 is} R ¹ or methyl;
• b) R ¹ represents a linear alkyl radical having 12 to 18 carbon atoms, R ^{2 represents} R ¹ or methyl and n and m each represent numbers from 1 to 10;
• c) R ¹ represents a residue 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, and R ^{2 represents} R ¹ , a linear or branched alkyl radical with 8 to 12 carbon atoms or methyl.

Typical examples of dialkyl carbonates of the two groups (a) and (b) are complete or partial Transesterification products of dimethyl and / or diethyl carbonate with capro alcohol, caprylic alcohol, 2- Ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palm oleyl alcohol, stearyl 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, the z. B. at high pressure Hydrogenation of technical methyl esters based on fats and oils or aldehydes from the Roe Len's oxo synthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohol len incurred. Primary alcohols branched in the 2-position, so-called Guerbet, are also suitable alcohols obtained by base-catalyzed condensation of linear alcohols. In the same way the transesterification products of the lower carbonates with the alcohols mentioned are suitable in the form 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

• - glycerin;
• 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;
• - 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;
• 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,
• - Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
• - aminosugars, such as glucamine.

In this reaction it is of course not only possible to exchange a methyl or ethyl group for come a polyol residue, rather a mixture is obtained in which several or even all Hydroxyl groups of the polyol are linked to carbonate groups, so that, if appropriate, even results in an oligomeric or polymeric network structure. Substances of this type are intended for the purposes of the invention if covered by the general formula (I); the use of is particularly preferred here Glycerine carbonate.

The dialkyl carbonates are usually used in amounts of 10 to 80, preferably 20 to 50% by weight. based on the funds - used. It is also possible to use mixtures of dialkyl carbonates and use other oil bodies. The same quantities, the weight ratio, apply to these However, 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.

Make-up remover

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:

• a) 0 to 10, preferably 2 to 5 wt .-% emulsifiers
• b) 10 to 80, preferably 20 to 50% by weight of dialkyl carbonates and optionally further oil particles per, as well
• c) 0 to 20, preferably 5 to 20 wt .-% fatty alcohols.

The quantities indicated may be supplemented with water and other conventional auxiliaries and 100% by weight additives. Agents in emulsion form usually have a water content of 10 to 90, preferably 20 to 70 wt .-% and can be used both as low viscosity emulsions or as creams. In a special embodiment are used to manufacture eyes detergents suitable carriers, such as cotton or viscose with the preparations  soaked and put on the market.

Industrial applicability

The make-up removal agents obtainable in the sense of the invention can furthermore be used as further auxiliaries and Additives mild surfactants, other oil bodies, emulsifiers, superfatting agents, stabilizers, con conditioners, thickeners, polymers, silicone compounds, biogenic agents, UV light protection factors, antioxidants, preservatives, hydrotropes, solubilizers, perfume oils, dyes and the like included.

Typical examples of suitable mild, i.e. H. Surfactants that are particularly compatible with the skin are fatty alcohol poly glycol 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, alkylamido betaines and / or protein fatty acid condensates, the latter preferably based on wheat proteins.

Suitable further oil bodies, for example, Guerbet alcohols preferably containing 8 to 10 carbon atoms, esters of linear C ₆ -C come based on fatty alcohols having 6 to 18, ₂₂ fatty acids with linear C ₆ - C ₂₂ -fatty alcohols, esters of branched C ₆ -C ₁₃ - Carboxylic acids with linear C ₆ -C ₂₂ fatty alcohols, esters of linear C ₆ -C ₂₂ fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of hydroxycarboxylic acids with linear or branched C ₆ -C ₂₂ 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 ₆ -C ₁₀ fatty acids, liquid mono- / di- / triglyceride mixtures based on C ₆ -C ₁₈ fatty acids, esters of C ₆ - C ₂₂ -fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular benzoic acid, esters of C ₂ -C ₁₂ -dicarboxylic acids with linear or verzweig ten alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, esters of benzoic acid with linear and / or branched C ₆ -C ₂₂ alcohols (e.g. B. Finsolv® TN), linear or branched, symmetrical or asymmetrical dialkyl ethers having 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 into consideration.

Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:

• 1. Addition products of 2 to 30 moles of ethylene oxide and or 0 to 5 moles of propylene oxide to linear  Fatty alcohols with 8 to 22 carbon atoms, on fatty acids with 12 to 22 carbon atoms and on alkylphenols with 8 to 15 carbon atoms in the alkyl group;
• 2. C _12/18 fatty acid _monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol;
• 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. Alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxy analogs;
• 5. Addition products of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
• 6. Polyol and especially polyglycerol esters, such as. B. polyglycerol polyricinoleate, polyglycerol poly 12-hydroxystearate or polyglycerol dimerate. Mixtures of Verbin are also suitable doses from several of these classes of substances;
• 7. Addition products of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil; (8) Partial esters based on linear, branched, unsaturated or saturated C _6/22 fatty acids, ricinoleic acid as well as 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. Methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose);
• 8. mono-, di- and trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates and their Salts;
• 9. wool wax alcohols;
• 10. polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
• 11. Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 11 65 574 and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and Polyols, preferably glycerol or polyglycerol as well (13) Polyalkylene glycols.

The adducts 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 of fatty acids or with castor oil are known, commercially available products. These are homologous mixtures of which average 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. C _12/18 fatty acid _monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE-PS 20 24 051 as refatting agents for cosmetic preparations.

C _8/18 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. Regarding 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 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-acylamino propyl-N, N-dimethylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylm -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 ampholytic surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a C _8/18 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO ₃ H group in the molecule and are capable of forming internal salts . Examples of suitable 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 acid and alkyl amino acetic acid each with about 8 up to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C _12/18 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.

Substances such as lanolin and lecithin as well as polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and Fatty acid alkanolamides are used, the latter at the same time as foam stabilizers to serve.

The main consistency agents are 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 into consideration. A combination of these substances with alkyl oligoglucosides and / or is preferred Fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates. Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar Guar, agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, furthermore hermolecular polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g. Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinylpyrrolidone,  Surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as for example pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with restricted homologs distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride.

Suitable cationic polymers are, for example, cationic cellulose derivatives, such as. Legs quaternized hydroxyethyl cellulose obtained from Amerchol under the name Polymer JR 400® Lich, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized Vinyl pyrrolidone / vinyl imidazole polymers, such as. B. Luviquat® (BASF), condensation products from Poly glycols and amines, quaternized collagen polypeptides such as lauryldimonium hydroxy propyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as. B. amidomethicones, copolymers of adipic acid and dimethyl aminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with Dime thyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, such as. B. described in FR-A 2252840 and its crosslinked water-soluble polymers, cationic chitin derivatives such as for example quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, such as. B. dibromobutane with bisdialkylamines, such as. B. bis-dimethylamino-1,3- propane, cationic guar gum, such as B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from the company Celanese quaternized ammonium salt polymers such as. B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.

Examples of anionic, zwitterionic, amphoteric and nonionic polymers are Vinyl acetate / crotonic acid copolymers, vinyl pyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / Isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, un cross-linked and polyols cross-linked polyacrylic acids, acrylamidopropyltrimethylammonium chloride / - Acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypro pyl methacrylate copolymers, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, vinyl pyrrole don / dimethylaminoethyl methacrylate / vinyl caprolactam terpolymers and, if appropriate, derivatized Cellulose ethers and silicones in question.

Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones as well as amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl modified silicone compounds that are both liquid and resinous at room temperature can lie. Typical examples of fats are glycerides. a. Beeswax, Carnauba wax, candelilla wax, montan wax, paraffin wax or micro waxes if necessary in Combination with hydrophilic waxes, e.g. B. cetylstearyl alcohol or partial glycerides in question. As Stabilizers can metal salts of fatty acids, such as. B. magnesium, aluminum and / or zinc stearate or ricinoleate can be used. Tocophe is one of the biogenic agents rol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol,  Allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential Understand oils, plant extracts and vitamin complexes. As a swelling agent for aqueous phases Montmorillonite, clay minerals, pemules and alkyl-modified carbopol types (Goodrich) are used. 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 filter) which are able to absorb ultra violet rays and which are present at room temperature absorbed energy in the form of longer-wave radiation, e.g. B. to release heat again. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances such. B. To name:

• - 3-benzylidene camphor or 3-benzylidene norcampher and its derivatives, e.g. B. 3- (4-Methylbene cylidene) camphor as described in EP-B1 0693471;
• - 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid 2-ethylhexyl ester, 4- 2-octyl (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
• - Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, 4-methoxycinnamic acid propyl ester, 4-methoxycinnamic acid isoamyl ester 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (Oc tocrylene);
• - Esters of salicylic acid, preferably salicylic acid 2-ethylhexyl ester, salicylic acid 4-isopropylbene methyl ester, salicylic acid homomethyl ester;
• - Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-meth oxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
• - Esters of benzalmalonic acid, preferably di-2-ethylhexyl 4-methoxybenzmalonate;
• - Triazine derivatives, such as. B. 2,4,6-Trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine and octyl tria zon, as described in EP-A1 0818450;
• Propane-1,3-diones, such as e.g. B. 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;
• - Ketotricyclo (5.2.1.0) decane derivatives, as described in EP-B1 0694521.

Possible water-soluble substances are:

• - 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, Alkanolammonium and glucammonium salts;
• - Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sul fonic acid and its salts;
• - Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-Oxo-3-bornylidenemethyl) benzenesul fonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.

Derivatives of benzoylmethane, such as, for example, are particularly suitable as typical UV-A filters wise 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione, 4-tert-butyl-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 also come with insoluble light protection pigments, namely finely dispersed metal oxides or salts in question, such as titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, Zirconium oxide, silicates (talc), barium sulfate and zinc stearate. The particles should be medium Diameter less than 100 nm, preferably between 5 and 50 nm and in particular have between 15 and 30 nm. They can have a spherical shape, but they can Also such particles are used that are ellipsoidal or in some other way from the spherical form have a different shape. Further suitable UV light protection filters are in the overview by P. Finkel in SÖFW-Journal 122, 543 (1996).

Typical examples of 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- Camosin and its derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene, β-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) as well as their 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. buthioninsulfoxim , Homocysteine sulfoximine, Butioninsulfone, Penta-, Hexa-, He ptathioninsulfoximin) in very low tolerable dosages (e.g. B. pmol to µmol / kg), further (metal) chelators (e.g. a-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. B. 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 -Glycosylrutin, Ferulasäure, Furfurylidenglucitol, Camosin, Butylhydroxytoluol, Butylhydroxy-anisole, Nordihydroguajakarzarzäure, Nordihydroguajaretsäure, Tri hydroxybutyrophenon, uric acid and its derivatives, mannose and their derivatives, superoxide dismutase, zinc and its derivatives (e.g. ZnO, ZnSO ₄ ) selenium and its derivatives (e.g. B. selenium-methionine), stilbenes and their derivatives (e.g. stilbene oxide, trans-stilbene oxide) and the derivatives suitable according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances.

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

• - glycerin;
• 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;
• - 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;
• 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 wise methyl and butyl glucoside;
• Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
• - Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
• - aminosugars, such as glucamine.

Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, para bene, pentanediol or sorbic acid and those listed in Appendix 6, Parts A and B of the Cosmetics Ordinance led further classes of material.

Perfume oils include mixtures of natural and synthetic fragrances. Natural Fragrance substances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), Fruit peels (bergamot, lemon, oranges), roots (macis, angelica, 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). Keep coming animal raw materials, such as civet and castoreum. Typical synthetic Fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and type Hydrocarbons. Fragrance compounds of the ester type are e.g. B. benzyl acetate, phenoxy ethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methyl phenylglycinate, allyl cyclohexyl propionate, styrallylpro pionate and benzyl salicylate. The ethers include, for example, benzyl ethyl ether and the aldehydes e.g. B. the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, Cyclamenaldehyde, Hydroxycitronellal, Lilial and Bourgeonal, to the ketones z. B. the Jonone, ∝-Iso  methyl ionone and methyl cedryl ketone, to the alcohols anethole, citronellol, eugenol, isoeugenol, Gera niol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balms. However, mixtures of different fragrances are preferably used det, which together create an appealing fragrance. Also essential oils of lesser curses activity, which are mostly used as aroma components, are suitable as perfume oils, e.g. B. 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. Bergamot oil, dihydro are preferred myrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzylacetone, Cyclamenaldehyde, linalool, boisambrene forte, ambroxan, indole, hedione, sandelice, lemon oil, Mandarin oil, orange oil, allylamyl glycolate, cyclover valley, lavandin oil, muscatel sage oil, β-damas cone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilllate, irotyl and Floramat used alone or in mixtures.

As dyes, the substances suitable and approved for cosmetic purposes can be used be used, such as the dye in the publication "Cosmetic Colorants" Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106 are put together. 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 on the middle - amount. The agents can be produced by customary cold or hot processes respectively; the phase inversion temperature method is preferably used.

Examples

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 manufactured according to the PIT method.

Table 1

Make-up remover

Table 1

Make-up Remover (cont'd)

Claims (10)

1. Use of dialkyl carbonates for the production of make-up removers. 2. Use according to claim 1, characterized in that dialkyl carbonates of the formula (I) are used,
in which R ^{1 is} a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms or a radical which is derived from a polyol having 2 to 15 carbon atoms and at least 2 hydroxyl groups, R ^{2 is} R ¹ or an alkyl radical has 1 to 5 carbon atoms and n and m independently of one another represent 0 or numbers from 1 to 100. 3. Use according to claims 1 or 2, characterized in that dialkyl carbonates of the formula (I) are used in which R ^{1 is} a linear alkyl radical having 8 to 18 carbon atoms or a 2-ethylhexyl radical and R ^{2 is} R ¹ or methyl stands. 4. Use according to claims 1 or 2, characterized in that dialkyl carbonates of the formula (I) are used in which R ¹ for a linear alkyl radical having 12 to 18 carbon atoms, R ² for R ¹ or methyl and n and m in each case stands for numbers from 1 to 10. 5. Use according to claims 1 or 2, characterized in that dialkyl carbonates of the formula (I) are used in which R ^{1 represents} the remainder 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, and R ^{2 represents} R ¹ , a linear or branched alkyl radical having 8 to 12 carbon atoms or methyl. 6. Use according to claim 5, characterized in that one uses glycerol carbonate. 7. Use according to at least one of claims 1 to 6, characterized in that the dialkyl carbonates are used together with other oil bodies which are selected from the group formed by Guerbet alcohols based on fatty alcohols having 6 to 18 carbon atoms; Esters of linear C ₆ -C ₂₂ fatty acids with linear C ₆ -C ₂₂ fatty alcohols; Esters of branched C ₆ -C ₁₃ carboxylic acids with linear C ₆ -C ₂₂ fatty alcohols; Esters of linear C ₆ -C ₂₂ fatty acids with branched alcohols; Esters of hydroxycarboxylic acids with linear or branched C ₆ -C ₂₂ fatty alcohols; Esters of linear and / or branched fatty acids with polyhydric alcohols and / or Guerbet alcohols; Triglycerides based on C ₆ -C ₁₀ fatty acids; liquid mono- / di- / triglyceride mixtures based on C ₆ -C ₁₈ fatty acids; Esters of C ₆ -C ₂₂ fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids; Esters of C ₂ -C ₁₂ dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups; vegetable oils; branched primary alcohols; substituted cyclohexanes; Esters of benzoic acid with linear and / or branched C ₆ -C ₂₂ alcohols; linear or branched, symmetrical or asymmetrical dialkyl ethers having 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. 8. Use according to at least one of claims 1 to 8, characterized in that the dialkyl carbonates, optionally together with other oil bodies, in amounts of 10 to 80 % By weight, based on the composition, is used. 9. Use according to at least one of claims 1 to 8, characterized in that one uses the dialkyl carbonates for the production of make-up removers in emulsion form. 10. Use according to at least one of claims 1 to 9, characterized in that the dialkyl carbonates are used together with nonionic emulsifiers which are selected from the group formed by addition products of 2 to 30 mol of ethylene oxide and 1 or 0 to 5 mol of propylene oxide on linear fatty alcohols with 8 to 22 C atoms, on fatty acids with 12 to 22 C atoms and on alkylphenols with 8 to 15 C atoms in the alkyl group; C _12/18 fatty acid _monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol; 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; Alkyl mono- and oligogly cosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogues; On storage products of 15 to 60 moles of ethylene oxide on castor oil and / or hardened castor oil; Polyol esters; Addition products of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil; Partial esters based on linear, branched, unsaturated or saturated C _6/22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols, alkyl glucosides and polyglucosides; Mono-, di- and trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates and their salts; Alcoholic wool wax; Polysiloxane polyalkyl polyether copolymers; 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 as polyalkylene glycols.