WO1995026707A1 - Micro-emulsions renfermant un dialkyléther - Google Patents
Micro-emulsions renfermant un dialkyléther Download PDFInfo
- Publication number
- WO1995026707A1 WO1995026707A1 PCT/EP1995/001134 EP9501134W WO9526707A1 WO 1995026707 A1 WO1995026707 A1 WO 1995026707A1 EP 9501134 W EP9501134 W EP 9501134W WO 9526707 A1 WO9526707 A1 WO 9526707A1
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- WO
- WIPO (PCT)
- Prior art keywords
- weight
- water
- oil
- hlb value
- ethylene oxide
- Prior art date
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- 239000004530 micro-emulsion Substances 0.000 title claims abstract description 45
- 150000001983 dialkylethers Chemical class 0.000 title claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 31
- -1 fatty acid ester Chemical class 0.000 claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
- 239000000194 fatty acid Substances 0.000 claims abstract description 21
- 229930195729 fatty acid Natural products 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 13
- 229920005862 polyol Polymers 0.000 claims abstract description 11
- 150000003077 polyols Chemical class 0.000 claims abstract description 11
- 150000002009 diols Chemical class 0.000 claims abstract description 8
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 8
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 5
- 239000003995 emulsifying agent Substances 0.000 claims description 27
- 239000000306 component Substances 0.000 claims description 24
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 23
- 239000002563 ionic surfactant Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 abstract description 5
- 239000000825 pharmaceutical preparation Substances 0.000 abstract description 2
- 239000012875 nonionic emulsifier Substances 0.000 abstract 2
- 125000000973 dialkylether group Chemical group 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 36
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 235000011187 glycerol Nutrition 0.000 description 5
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 4
- 239000004907 Macro-emulsion Substances 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 2
- 229940043348 myristyl alcohol Drugs 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 238000010587 phase diagram Methods 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000002888 zwitterionic surfactant Substances 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- PSJBSUHYCGQTHZ-UHFFFAOYSA-N 3-Methoxy-1,2-propanediol Chemical compound COCC(O)CO PSJBSUHYCGQTHZ-UHFFFAOYSA-N 0.000 description 1
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 description 1
- SJIDAAGFCNIAJP-UHFFFAOYSA-N 6-methylheptyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC(C)C SJIDAAGFCNIAJP-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000008384 inner phase Substances 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000002467 phosphate group Chemical class [H]OP(=O)(O[H])O[*] 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/068—Microemulsions
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
Definitions
- the invention relates to microemulsions and a process for their preparation, in which dialkyl ethers with a total of 12-24 carbon atoms are used as the oil component.
- Microemulsions are optically isotropic, thermodynamically stable systems which contain a water-insoluble oil component, emulsifiers and water.
- the clear or transparent appearance of the microemulsions is a consequence of the small particle size of the dispersed emulsion droplets, which is essentially below 100 nm, on average below 50 nm.
- the droplet size of macroemulsions is essentially above 100 nm, particularly fine-particle macroemulsions appearing in the range between 100 and 300 nm, which are brown-red in transparency and bluish shimmering in reflected light.
- Microemulsions are frequently described in the literature, but their targeted production is associated with great difficulties, since the areas of existence of the microemulsion in the three-phase diagram formed from oil component, water and emulsifiers are usually very small and the location of these areas of existence is high Dimensions of structural tural characteristics of all components and all other ingredients of such systems is strongly influenced.
- microemulsions are of considerable importance in the formulation of cosmetic and pharmaceutical preparations. There is therefore a need for reliable methods of producing microemulsions.
- the invention relates to a process for the preparation of microemulsions containing oil components, emulsifiers and water, characterized in that a di-alkyl ether having a total of 12-24 carbon atoms in an amount of at least 30% by weight is used as the oil component .-% of the total oil phase used.
- microemulsions are known in principle: mixtures of water, oil component and emulsifiers are prepared and the optically isotropic, thermodynamically stable areas of existence are determined in the three-phase diagram formed from these components.
- dialkyl ethers with 12-24 C atoms as the oil component
- the oil phase of the micro-emulsion can also contain further oil components.
- hydrocarbons for example paraffin oils, isoparaffins, esters, for example natural triglyceride oils, fatty acid esters, silicone oils and other known cosmetic and pharmaceutical oil components.
- suitable oil components are preferably fatty acid esters with a total of 12-26 carbon atoms or hydrocarbons in an amount of at most 70% by weight of the entire oil phase.
- the oil phase is to be understood as the sum of the oil components.
- Suitable fatty acid esters with 12-26 carbon atoms are e.g. Methyl laurate, isopropyl myristate, isopropyl palmitate, n-hexyl laurate and isooctyl stearate.
- Suitable emulsifiers are all emulsifiers which are suitable for emulsifying cosmetic or pharmaceutical oils and are physiologically and dermatologically compatible and soluble in the oil phase. For the production of microemulsions, however, it is necessary to use the emulsifiers in a larger amount than is necessary for the production of macroemulsions.
- the emulsifier is preferably used in an amount of approximately 0.2-2 parts by weight per part by weight of the oil phase (sum of the oil components).
- Emulsifiers of the type of nonionic ethylene oxide adducts with an HLB value of 6-10 are particularly suitable.
- Nonionic ethylene oxide adducts include, for example, the adducts of ethylene oxide with fatty acids with 12-22 carbon atoms, with fatty alcohols with 12- 22 C atoms, on fatty acid monoesters from Ci2-C22 ⁇ fatty acids and polyols with 2-6 C atoms and 2-6 hydroxyl groups, for example on fatty acid monoglycerides and on sorbitan fatty acid esters, on alkyl glycosides, on methyl glucose fatty acid esters, on fatty acid alkanolamides and on other alkoxylatable fat derivatives.
- Suitable emulsifiers are especially e.g. the adducts of 5 moles of ethylene oxide with cetyl and / or oleyl alcohol mixtures (cetyl / 01eyl alcohol + 5 E0) or of 3 moles of ethylene oxide with lauryl and / or myristyl alcohol (lauryl / myristyl alcohol + 3 E0).
- Microemulsions can be obtained particularly easily if, in addition to the lipophilic emulsifier mentioned, a hydrophilic emulsifier is used, e.g. of the type of nonionic ethylene oxide adducts with an HLB value above 11 or of the type of water-soluble ionic surfactants.
- a hydrophilic emulsifier e.g. of the type of nonionic ethylene oxide adducts with an HLB value above 11 or of the type of water-soluble ionic surfactants.
- Another subject of the invention is therefore a process for the production of microemulsions according to the invention, in which the emulsifier is a combination of a lipophilic emulsifier of the nonionic ethylene oxide adduct type with an HLB value of 6-10 and a hydrophilic emulsifier of the type non-ionic ethylene oxide adducts with an HLB value above 11 or the water-soluble ionic surfactants are used.
- ionic surfactants that are at least 1% by weight soluble in water at 20 ° C. are considered water-soluble.
- Anionic, cationic, amphoteric or zwitterionic surfactants can be used as ionic surfactants.
- a large number of such surfactants are known. They are generally characterized by a lipophilic alkyl or acyl group with 12-22 C atoms and an ionic group Water solubility-dependent group, which is preferably attached to one end of the lipophilic group.
- Suitable anionic surfactants are e.g. the water-soluble alkyl (Ci2 ⁇ Ciö) sulfuric acid half-ester salts (alkyl sulfate salts), the alkyl polyglycol ether sulfate salts, the monoalkyl phosphate salts, the soaps, the alkyl polyglycol ether carboxylate salts, the salts of N-acylating ten amino acids, the salts of protein hydrolyzate fatty acid condensates, the acyl isethionate salts, the acyl taurides, the acyl sarcosinate salts, the sulfosuccinic acid monoalkyl (Ci2-Ci8) ester salts and the sulfosuccinic acid dialkyl (C8-Ci6) ester salts and other known water-soluble salts of anionic surfactants.
- Suitable water-soluble cationic, zwitterionic and amphoteric surfactants
- Microemulsions belonging to the water-in-oil type and those belonging to the oil-in-water type can be produced by the process according to the invention.
- certain concentration ranges of the components are preferred:
- component (E) that is to say a diol or polyol having 2-6 carbon atoms.
- Suitable diols or polyols are e.g. Ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, glycerol, erythritol, trimethylolpropane, sorbitol, pentaerythritol, butanediol, diglycerol, diethylene glycol, glycerol monomethyl ether or methyl glucose.
- Microemulsions of the oil-in-water type can preferably be obtained in the following concentration ranges:
- (B) 0-20% by weight, but not more than 70% by weight of the oil phase, a fatty acid ester with a total of 12-26 carbon atoms or a hydrocarbon oil
- microemulsions at 20 ° C The consistency of the microemulsions at 20 ° C is predominantly liquid, but those microemulsions which have a high water content and those which have a proportion of ionic emulsifiers can be quite viscous (example 3) or even solidified in gel form (examples 4-6).
- microemulsions can be produced in a simple manner by mixing the oil components, dissolving the lipophilic emulsifiers and the hydrophilic nonionic emulsifiers therein and mixing this mixture with the mixture of water and optionally polyol and ionic surfactant and - if necessary - homogenizing .
- the mixture of dialkyl ether, fatty acid ester and nonionic ethylene oxide adducts is also suitable as a microemulsion concentrate which can be converted into stable microemulsions by simple mixing with water and, if appropriate, polyols and, if appropriate, hydrophilic nonionic or ionic surfactants.
- Such an emulsion concentrate for the production of microemulsions by the process according to the invention contains e.g.
- part of the oil component is replaced by an essential oil or by a mixture of synthetic fragrance oils.
- the microemulsions produced according to the invention can also contain other auxiliaries and active ingredients which are intended for the particular intended use.
- auxiliaries and active ingredients include skin cosmetic active ingredients, vitamins, humectants, antioxidants, preservatives, antimicrobial and fungicidal active ingredients, dermatological active ingredients and packaging aids such as e.g. Electrolytes, pH buffer substances, complexing agents, water-soluble, polymeric thickeners, foaming agents or foam inhibitors, pearlescent or opacifying substances and dyes.
- Di-n-octyl ether, isopropyl myristate and the nonionic emulsifiers are mixed at 40 ° C. Water and glycerin are also mixed and the mixture is then emulsified into the oil phase with stirring. A homogeneous, optically isotropic microemulsion is formed.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Emergency Medicine (AREA)
- Colloid Chemistry (AREA)
- Cosmetics (AREA)
Abstract
Un procédé de préparation de micro-émulsions est mis en ÷uvre en utilisant comme composant huileux un dialkyléther de 12 à 24 atomes de carbone, à raison d'au moins 30 % en poids de phase huileuse. Des micro-émulsions du type huile dans l'eau renferment de préférence 20 à 60 % en poids de dialkyléther, 0 à 40 % en poids d'un deuxième composant huileux , de préférence un ester d'acide gras de 12 à 26 atomes de carbone ou une huile d'hydrocarbure, 20 à 35 % en poids d'un émulsifiant lipophile non ionique de valeur HLB de 6 à 10, 1 à 10 % en poids d'un agent tensioactif hydrophile non ionique ou d'un agent tensioactif ionique soluble dans l'eau, 1 à 10 % en poids d'un diol ou d'un polyol de 2 à 6 atomes de carbone et 1 à 20 % en poids d'eau. Des micro-émulsions correspondantes du type huile dans l'eau renferment 3 à 30 % en poids de dialkyléther, 0 à 20 % en poids d'un deuxième conposant huileux, 10 à 20 % en poids d'un émulsifiant lipophile non ionique d'une valeur HLB de 6 a 10, 1 à 10 % en poids d'un agent tensioactif hydrophile non ionique ou d'un agent tensioactif ionique soluble dans l'eau et 1 à 10 % en poids d'un diol ou d'un polyol. Les micro-émulsions conformes à l'invention conviennent comme supports pour des préparations cosmétiques et pharmaceutiques.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4411557.1 | 1994-04-02 | ||
| DE19944411557 DE4411557A1 (de) | 1994-04-02 | 1994-04-02 | Verfahren zur Herstellung von Mikroemulsionen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1995026707A1 true WO1995026707A1 (fr) | 1995-10-12 |
Family
ID=6514556
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1995/001134 WO1995026707A1 (fr) | 1994-04-02 | 1995-03-25 | Micro-emulsions renfermant un dialkyléther |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE4411557A1 (fr) |
| WO (1) | WO1995026707A1 (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19619036A1 (de) * | 1996-04-30 | 1997-11-13 | Schering Ag | Neue Vitamin D-Derivate mit carbo- oder heterocyclischen Substituenten an C-25, Verfahren zu ihrer Herstellung und die Verwendung zur Herstellung von Arzneimitteln |
| DE19929505A1 (de) * | 1999-06-29 | 2001-01-11 | Cognis Deutschland Gmbh | Kosmetische Emulsionen |
| EP1849453A1 (fr) * | 2006-04-28 | 2007-10-31 | L'Oréal | Composition de lavage des matières kératiniques et procédé de traitement cosmétique mettant en oeuvre ladite composition |
| US7811594B2 (en) | 2002-03-28 | 2010-10-12 | Beiersdorf Ag | Crosslinked oil droplet-based cosmetic or pharmaceutical emulsions |
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| DE19602902A1 (de) * | 1996-01-27 | 1997-07-31 | Henkel Kgaa | Ölhaltige Seifengel-Zubereitung |
| DE19623383C2 (de) | 1996-06-12 | 1999-07-01 | Henkel Kgaa | Verwendung von Fettstoffen als Siliconersatz zur Herstellung von kosmetischen und/oder pharmazeutischen Zubereitungen |
| FR2751532B1 (fr) * | 1996-07-23 | 1998-08-28 | Oreal | Compositions lavantes et conditionnantes a base de silicone et de dialkylether |
| ES2179310T3 (es) | 1996-10-04 | 2003-01-16 | Beiersdorf Ag | Geles cosmeticos o dermatologicos a base de microemulsiones. |
| DE19641672A1 (de) * | 1996-10-10 | 1998-04-16 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen auf der Basis von ethylenoxidfreien und propylenoxidfreien Emulgatoren zur Herstellung von Mikroemulsionsgelen |
| DE19646869C1 (de) * | 1996-11-13 | 1997-12-04 | Henkel Kgaa | Kosmetische Zubereitungen |
| DE19719504C1 (de) | 1997-05-12 | 1998-12-10 | Henkel Kgaa | Verfahren zur Herstellung von Haarfärbemitteln |
| DE19755491C1 (de) | 1997-12-13 | 1999-05-12 | Henkel Kgaa | Mikrodispersionsverfahren zur Herstellung von Haarfärbepräparaten mit erhöhter Viskosität |
| DE19843876A1 (de) * | 1998-09-25 | 2000-04-13 | Cognis Deutschland Gmbh | Selbstemulgierende W/O-Emulsionsgrundlagen |
| DE19927076A1 (de) | 1999-06-15 | 2000-12-21 | Cognis Deutschland Gmbh | Haarfärbepräparate |
| DE10213957A1 (de) * | 2002-03-28 | 2003-10-09 | Beiersdorf Ag | Vernetzte kosmetische oder pharmazeutische phospholipidhaltige Gele und Emulsionen auf der Basis von ethylenoxidhaltigen oder propylenoxidhaltigen Emulgatoren |
| DE10213956A1 (de) * | 2002-03-28 | 2003-10-09 | Beiersdorf Ag | Kosmetische oder pharmazeutische Emulsionen auf der Basis von vernetzten Öltröpfchen |
| DE10226990A1 (de) * | 2002-06-18 | 2004-03-18 | Sanguibiotech Ag | Topisch applizierbare Mikro-Emulsionen mit binärer Phasen- und Wirkstoffdifferenzierbarkeit, deren Herstellung und deren Verwendung, insbesondere zur Versorgung der Haut mit bioverfügbarem Sauerstoff |
| DE10300506A1 (de) * | 2003-01-08 | 2004-07-22 | Cognis Deutschland Gmbh & Co. Kg | Wachsdispersionen |
| WO2005046627A2 (fr) * | 2003-11-07 | 2005-05-26 | L'oreal | Composition de maquillage ou de soin de levres comprenant une microemulsion huile-dans-eau et un actif hydrophile |
| MX2007007739A (es) | 2004-12-23 | 2007-08-14 | Unilever Nv | Microemulsiones agua-en-aceite gelificadas para tratamiento de cabello. |
| MX2007007736A (es) * | 2004-12-23 | 2007-08-14 | Unilever Nv | Microemulsiones agua-en-aceite para tratamiento de cabello. |
| WO2012051727A2 (fr) | 2010-10-01 | 2012-04-26 | Swissdent Cosmetics Ag | Compositions micellaires stables par oxydation |
| WO2016036960A1 (fr) | 2014-09-03 | 2016-03-10 | Genesegues, Inc. | Nanoparticules thérapeutiques et compositions, procédés et systèmes associés |
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| WO1983001000A1 (fr) * | 1981-09-28 | 1983-03-31 | Sato, Susumu | Composition de base pour la preparation de medicaments pour une application externe, composition medicinale pour une application externe, et procede permettant d'accelerer l'absorption percutanee d'un agent medicinal |
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| JPS63126543A (ja) * | 1986-11-18 | 1988-05-30 | Shiseido Co Ltd | マイクロエマルシヨン |
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| WO1983001000A1 (fr) * | 1981-09-28 | 1983-03-31 | Sato, Susumu | Composition de base pour la preparation de medicaments pour une application externe, composition medicinale pour une application externe, et procede permettant d'accelerer l'absorption percutanee d'un agent medicinal |
| JPS58164520A (ja) * | 1982-03-24 | 1983-09-29 | Nitto Electric Ind Co Ltd | 基剤組成物及び外用医薬組成物 |
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| CHEMICAL ABSTRACTS, vol. 110, no. 22, 29 May 1989, Columbus, Ohio, US; abstract no. 199199, S. TOMOMASA: "Stable pharmaceutical and cosmetic microemulsions containing nonionic surfactants, oils and water" * |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19619036A1 (de) * | 1996-04-30 | 1997-11-13 | Schering Ag | Neue Vitamin D-Derivate mit carbo- oder heterocyclischen Substituenten an C-25, Verfahren zu ihrer Herstellung und die Verwendung zur Herstellung von Arzneimitteln |
| DE19929505A1 (de) * | 1999-06-29 | 2001-01-11 | Cognis Deutschland Gmbh | Kosmetische Emulsionen |
| DE19929505B4 (de) * | 1999-06-29 | 2004-08-26 | Cognis Deutschland Gmbh & Co. Kg | Kosmetische Emulsionen |
| US7811594B2 (en) | 2002-03-28 | 2010-10-12 | Beiersdorf Ag | Crosslinked oil droplet-based cosmetic or pharmaceutical emulsions |
| EP1849453A1 (fr) * | 2006-04-28 | 2007-10-31 | L'Oréal | Composition de lavage des matières kératiniques et procédé de traitement cosmétique mettant en oeuvre ladite composition |
| FR2900336A1 (fr) * | 2006-04-28 | 2007-11-02 | Oreal | Composition de lavage des matieres keratiniques et procede de traitement cosmetique mettant en oeuvre ladite composition |
| US8470754B2 (en) | 2008-07-08 | 2013-06-25 | L'oreal | Detergent cosmetic compositions comprising at least one amino silicone, and uses thereof |
| US8476212B2 (en) | 2008-07-08 | 2013-07-02 | L'oreal | Detergent cosmetic compositions comprising at least one amino silicone, and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE4411557A1 (de) | 1995-10-05 |
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