WO2002055050A1 - Preparations de lavage cosmetiques et dermatologiques contenant une quantite efficace d'acide immunosuccinique et/ou de ses sels - Google Patents

Preparations de lavage cosmetiques et dermatologiques contenant une quantite efficace d'acide immunosuccinique et/ou de ses sels Download PDF

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Publication number
WO2002055050A1
WO2002055050A1 PCT/EP2002/000098 EP0200098W WO02055050A1 WO 2002055050 A1 WO2002055050 A1 WO 2002055050A1 EP 0200098 W EP0200098 W EP 0200098W WO 02055050 A1 WO02055050 A1 WO 02055050A1
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Prior art keywords
sodium
preparations
cosmetic
surfactants
dermatological
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PCT/EP2002/000098
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German (de)
English (en)
Inventor
Stephan Ruppert
Kathrin Counradi
Horst Argembeaux
Manuela Bluck
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Beiersdorf Ag
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Priority to EP02718012A priority Critical patent/EP1351665A1/fr
Publication of WO2002055050A1 publication Critical patent/WO2002055050A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047—Detergents in the form of bars or tablets
    • C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/33—Amino carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the present invention relates to cosmetic cleaning agents. Such means are known per se. These are essentially surface-active substances or mixtures of substances that are offered to the consumer in various preparations.
  • Cleaning means the removal of (environmental) dirt and thus increases the psychological and physical well-being.
  • Cleaning the surface of skin and hair is a very complex process that depends on many parameters.
  • substances coming from outside such as hydrocarbons or inorganic pigments from a wide variety of environments, as well as residues from cosmetics or undesired microorganisms, should be removed as completely as possible.
  • the body's excretions such as sweat, sebum, skin and hair flakes can be washed off without deep intervention in the physiological balance.
  • Cosmetic or dermatological cleansing preparations are so-called “rinse off” preparations, which are rinsed off the skin after use. They are generally applied in the form of a foam with water to the parts of the body to be cleaned. All cosmetic or dermatological cleansing preparations are based on detergent surfactants.
  • Surfactants are amphiphilic substances that can dissolve organic, non-polar substances in water and are characterized by an ambivalent behavior towards water and lipids: the surfactant molecule contains at least one hydrophilic and one lipophilic group, which bind to the interface between these two classes of substances In this way, surfactants ensure a reduction in the surface tension of the water, wetting of the skin, facilitating the removal and removal of dirt, easy rinsing and - if desired - also for foam regulation. This is the basis for the dirt Removal of lipid-containing contaminants.
  • hydrophilic parts of a surfactant molecule are mostly polar functional groups, for example -COO " , -OSO 3 2" , -SO 3 " , while the hydrophobic parts generally represent non-polar hydrocarbon residues.
  • Surfactants are generally classified according to Art and charge of the hydrophilic part of the molecule. There are four groups:
  • Anionic surfactants generally have carboxylate, sulfate or sulfonate groups as functional groups. In aqueous solution they form negatively charged organic ions in an acidic or neutral environment. Cationic surfactants are characterized almost exclusively by the presence of a quaternary ammonium group. In aqueous solutions they form positively charged organic ions in an acidic or neutral environment. Amphoteric surfactants contain both anionic and cationic groups and accordingly behave like anionic or cationic surfactants in aqueous solution depending on the pH. They have a positive charge in a strongly acidic environment and a negative charge in an alkaline environment. In the neutral pH range, however, they are zwitterionic, as the following example should illustrate:
  • B + any cation, eg Na +
  • Non-ionic surfactants do not form ions in an aqueous medium.
  • the detergent surfactants in cosmetic and dermatological cleaning agents are subject to a very critical assessment with regard to their dermatological and ecological behavior. The latter is particularly important because they are used in considerable quantities and are discharged as intended after use.
  • the horny layer of the skin swells.
  • the degree of this swelling depends, among other things, on the duration of the bath and its temperature.
  • water-soluble substances are washed off or washed out, e.g. B. water-soluble dirt components, but also the skin's own substances, which are responsible for the water retention capacity of the horny layer.
  • Skin oils are also dissolved and washed out to a certain extent by the skin's own surface-active substances. After initial swelling, this causes the skin to dry out subsequently.
  • detersive surfactants which are intended to clean the skin and hair of greasy and water-soluble dirt components, also have a degreasing effect on normal skin lipids. Every time the skin is cleaned, intercomomeocytic lipids and sebum components are also removed to different degrees. This means that the natural water-lipid coat of the skin is more or less disturbed with every wash. This can lead to a short-term change in the barrier function of the skin, particularly in the case of extreme degreasing, the course of which the condition of the treated skin region also has a considerable influence on the changes shown. For example, the thickness of the skin, the number of sebum and sweat glands and the sensitivity associated with it can vary considerably.
  • wash-active surfactants are as inactive as possible in order to avoid undesirable side effects. They should develop their cleaning effect with optimal mildness, best skin compatibility and low degreasing.
  • cosmetic or dermatological cleaning preparations are very well tailored to an assumed range of applications, since the mechanical parameters, such as the time factor, which vary depending on the application, are of particular importance for a defined, mild cleaning effect.
  • Cosmetic cleaning agents usually contain mixtures of different types of surfactants. The selection is primarily based on skin tolerance and the desired cosmetic performance of the surfactants. In addition, foaming power, formulability and a favorable performance / cost ratio play an important role.
  • the present invention relates to cosmetic cleaning agents in the form of shaped soap products.
  • Such means are known per se. These are essentially surface-active substances or mixtures of substances that are offered to the consumer in various preparations.
  • the invention relates in particular to bar soaps with improved smoothness and increased lime soap dispersing capacity due to a content of talc and one or more amphoteric surfactants with a simultaneous absence of alkyl (oligo) glycosides.
  • syndet bars so-called “syndet bars” occupy a special position. Apart from impurities, they are free of fatty acid salts and contain only synthetic surfactants. In Germany alone, several million soap bars are sold every year for personal hygiene.
  • bar soaps not only have to clean the skin, they also have to take care of it, ie prevent it from drying out, relubricate it and offer protection against external influences.
  • the soap is particularly skin-friendly, but in use it should nevertheless produce as much and creamy foam as possible and cause a pleasant feeling on the skin.
  • bar soap manufacturers are constantly looking for new ingredients that meet this increased requirement profile.
  • the main components are the alkali salts of the fatty acids of natural oils and. Fats, preferably the chain lengths C ⁇ 2 -Ci8. Since lauric acid soaps foam particularly well, the lauric acid-rich coconut and palm kernel oils are preferred raw materials for fine soap manufacture.
  • the sodium salts of the fatty acid mixtures are solid, the potassium salts are soft-pasty. For saponification, the dilute sodium or potassium hydroxide solution is added to the fat raw materials in a stoichiometric ratio in such a way that an excess of lye of at most 0.05% is present in the finished soap. In many cases, soaps are no longer made directly from fats, but from the fatty acids obtained through fat splitting.
  • Usual soap additives are fatty acids, fatty alcohols, lanolin, lecithin, vegetable oils, partial glycerides and other fat-like substances for regreasing the cleansed skin, antioxidants such as ascorbyl palmitate or tocopherol to prevent the autoxidation of soap (rancidity), complexing agents such as nitrilotriacetate Heavy metal traces that could catalyze autoxidative spoilage, perfume oils to achieve the desired fragrance notes, dyes to color the soap bars and, if required, special additives.
  • Deodorant soaps with additives of deodorising agents such as. B. 3,4,4'-
  • Trichlorocarbanilide (triclocarban); Cream soaps with particularly high proportions of lipid-replenishing and skin-creaming substances;
  • Baby soaps with good regreasing and additional nourishing components such as B. chamomile extracts, at most very slightly perfumed;
  • the present invention relates to liquid soaps or washing lotions.
  • Such products are not only used to clean the hands, but usually also for the whole body, including the face. Accordingly, they are also suitable for use as a shower preparation.
  • the development of these products focuses on the dermatological requirements, since the skin comes into intensive contact with the concentrated surfactant solution. Special emphasis is therefore placed on the selection of mild surfactants in low concentrations. Further criteria are good foaming power as well as a pleasant, refreshing fragrance and the simultaneous care of the skin.
  • Washing lotions and shower baths in particular generally have viscosities of around 3,000 to 10,000 mPa-s, which on the one hand allow the product to be spread easily with quick foaming, but on the other hand should be high enough to enable perfect use by hand or washcloth.
  • Liquid soaps or washing lotions are generally characterized by a more or less high water content, but usually do not have a noticeable care effect, since they have only a low oil content.
  • the present invention relates to a relatively new technical development, namely shower preparations containing surfactants with a high oil content.
  • German Offenlegungsschrift 44 24 210 describes metallic or dermatological shower preparations with a surfactant content of at most 55% by weight and an oil content of more than 45% by weight, the preparations being essentially water-free. Due to the high oil content, these preparations have a regenerating effect on the general skin condition. At the same time, they have good foam development and high cleaning power.
  • WO 96/17591 describes foaming liquid skin cleaning compositions which contain the following substances: 5 to 30% by weight of a moisturizing active ingredient which has a Vaughan Solubility Parameter (VSP) of 5 to 10, 0.3 to 5% by weight. % of a water-dispersible gel-forming polymer, 5 to 30% by weight of a synthetic surface-active substance, 0 to 15% by weight of a C 8 to C- 4 fatty acid soap and water, the preparations having a lipid deposition value (LDV) from at least 5 to 1000 and wherein the synthetic surfactant and the soap have a common CMC equilibrium surface tension value of from 15 to 50.
  • VSP Vaughan Solubility Parameter
  • the present invention also relates to cleaning products based on emulsions. These are formulated in such a way that the emulsion is stabilized with emulsifiers and then a surfactant system is adapted.
  • Emulsifiers also have an amphiphilic structure, so their structure is comparable to that of surfactants. Emulsifiers enable or facilitate the uniform distribution of two or more immiscible phases and at the same time prevent their separation. Since emulsions are generally destroyed by the addition of surfactants, the choice of surfactant system is severely restricted and the cleaning preparations obtained are based on expensive and complicated formulations.
  • HLB value a dimensionless number between 0 and 20
  • HLB value a dimensionless number between 0 and 20
  • Numbers below 9 indicate oil-soluble, hydrophobic emulsifiers, numbers above 11 water-soluble, hydrophilic.
  • the HLB value says something about the balance between the size and strength of the hydrophilic and lipophilic groups of an emul gators out. From these considerations it can be deduced that the effectiveness of an emulsifier can also be characterized by its HLB value.
  • the following table shows the relationship between the HLB value and the possible area of application:
  • the HLB value of an emulsifier can also be composed of increments, the HLB increments for the various hydrophilic and hydrophobic groups from which a molecule is composed can be found in tables.
  • HLB values can also be determined for detergent surfactants in this way, although the HLB system was originally designed only for emulsifiers. It can be seen that wash-active substances generally have HLB values that are significantly greater than 20.
  • the object of the present invention was to provide cleaning preparations based on emulsions which remedy the disadvantages of the prior art and which are accordingly based on simple and inexpensive formulations.
  • the preparations should also have a high care effect without detracting from the cleaning effect.
  • the present invention relates to cosmetic and dermatological cleaning preparations in the form of gels
  • Cosmetic gels are extremely popular with consumers. Since they are mostly transparent, often colored but just as often should be colorless, they offer the cosmetic developer additional design options, some of which have a functional character, but some of which only serve to improve the external appearance. For example, the product, which is then usually presented to the viewer in transparent packaging, can be worked color pigments, gas bubbles and the like, or even larger objects, interesting optical effects are given.
  • Another object was to provide cleaning preparations which, if desired, can be designed as visually appealing, stable gels.
  • the present invention further relates to wash-active hair cosmetic preparations, generally referred to as shampoos.
  • the present invention relates to hair cosmetic active ingredient combinations and preparations for the care of the hair and scalp.
  • the prior art lacks shampoo formulations which provide damaged hair with satisfactory care. The task was therefore to remedy these disadvantages of the prior art.
  • Iminodisuccinic acid has the following structure, although there is probably a balance of tautomeric forms:
  • cosmetic or dermatological preparations contain 0.1 to 20% by weight, advantageously 0.5 to 10% by weight, very particularly preferably 1 to 5% by weight of iminodisuccinic acid and / or its salts.
  • the cosmetic and / or dermatological cleaning preparations in the sense of the present invention are based on simple and inexpensive formulations. They have good foam development and high cleaning power at the same time.
  • the preparations have a regenerating effect on the general skin condition, reduce the feeling of dryness of the skin and make the skin supple.
  • the cleaning preparations advantageously contain one or more wash-active anionic, cationic, amphoteric and / or non-ionic surfactants according to the invention. It is particularly advantageous to choose the wash-active surfactant or surfactants according to the invention from the group of surfactants which have an HLB value of more than 25, very particularly advantageous are those which have an HLB value of more than 35.
  • acylglutamates especially sodium acylglutamate
  • Sarcosinates for example myristoyl sarcosin, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and sodium cocoyl sarcosinate,
  • acyl isethionates eg sodium / Ammoniumcocoyl isethionate
  • Sulfosuccinates for example dioctyl sodium sulfosuccinate, disodium laureth sulfosuccinate, disodium lauryl sulfosuccinate and disodium undecylenamido MEA sulfosuccinate
  • sulfuric acid esters such as
  • alkyl ether sulfate for example sodium, ammonium, magnesium, MIPA, TIPA laureth sulfate, sodium and sodium C12-13 pareth,
  • Alkyl sulfates for example sodium, ammonium and TEA lauryl sulfate.
  • Quaternary surfactants are very particularly advantageous washing-active cationic surfactants for the purposes of the present invention.
  • Quaternary surfactants contain at least one N atom which is covalently linked to 4 alkyl or aryl groups. Benzalkonium chloride, alkylbetaine, alkylamidopropylbetaine and alkylamidopropylhydroxysultain are advantageous.
  • acyl / dialkylethylenediamines for example sodium, Dinatriumacyl- amphodipropionat, disodium, Natriumacylamphohydroxypropyl- sulfonate, and sodium acyl Dinatriumacylamphodiacetat,
  • alkanolamides such as cocamide MEA / DEA / MIPA
  • esters formed by esterification of carboxylic acids with ethylene oxide, glycerol, sorbitan or other alcohols,
  • ⁇ ethers for example ethoxylated alcohols, ethoxylated lanolin, ethoxylated polysiloxanes, propoxylated POE ethers and alkyl polyglycosides such as lauryl glucoside, decyl glycoside and cocoglycoside.
  • ⁇ taurates for example sodium lauroyl taurate and sodium methyl cocoyl taurate
  • ⁇ ether carboxylic acids for example sodium laureth-13 carboxylate and sodium PEG-6 cocamide carboxylate, Phosphoric acid esters and salts, such as DEA-Oleth-10 phosphate and dilaureth-4 phosphate,
  • Alkyl sulfonates for example sodium coconut monoglyceride sulfate, sodium C12-14 olefin sulfonate, sodium lauryl sulfoacetate and magnesium PEG-3 cocamide sulfate.
  • N-alkylamino acids for example aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate.
  • non-ionic surfactants are alcohols.
  • glutamates such as di-TEA-palmitoyl aspartate and sodium caprylic / capric glutamate,
  • carboxylic acids and derivatives such as
  • ester carboxylic acids for example calcium stearoyl lactylate, laureth-6 citrate and sodium PEG-4 lauramide carboxylate,
  • Suitable cationic surfactants for the purposes of the present invention are furthermore
  • Suitable nonionic surfactants for the purposes of the present invention are also amine oxides, such as cocoamidopropylamine oxide.
  • the content of one or more detergent surfactants in the cosmetic or dermatological cleaning preparations is in the range from 5 to 25% by weight from 10 to 20% by weight is selected, in each case based on the total weight of the preparations.
  • EDTA ethylenediaminetetraacetic acid
  • NTA nitrilotriacetic acid
  • HOEDTA hydroxyethylenediaminotriesacetic acid
  • DPTA trans-1,2-diaminocyclohexanetetraacetic acid
  • CDTA trans-1,2-diaminocyclohexanetetraacetic acid
  • An optionally desired oil component of the cosmetic or dermatological cleaning preparations - for example in the form of cleaning emulsions - in the sense of the present invention is advantageously selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 3 to 30 C atoms and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms, from the group of esters from aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 carbon atoms.
  • ester oils can then advantageously be selected from the group of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl ethylhexyl palate 2-octyldodecyl palmitate, oleyl oleate, olerlerucate, erucyl oleate, erucylerucate and synthetic, semi-synthetic and natural mixtures of such esters, e.g. B. Jojoba oil.
  • the oil component can advantageously be chosen from the group of branched and unbranched hydrocarbons and waxes, the silicone oils, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and also the fatty acid triglycerides, especially the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 to 18, carbon atoms.
  • the fatty acid triglycerides can, for example, advantageously be selected from the group of synthetic, semi-synthetic see and natural oils, e.g. B. olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like.
  • any mixtures of such oil and wax components can also be used advantageously for the purposes of the present invention. It may also be advantageous to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
  • the oil component is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyl dodecanol, isotridecyl isononanoate, isoeicosane, 2-ethyl hexyl cocoate, C 2 .i5-alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
  • mixtures of rat C ⁇ 2 -i 5 alkyl benzoate and 2-Ethylhexylisostea- mixtures of C ⁇ 2 _ ⁇ 5 alkyl benzoate and isotridecyl isononanoate and mixtures of C 12th 15 alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
  • hydrocarbons paraffin oil, squalane and squalene are advantageously used in the sense of the present invention.
  • the oil component can furthermore advantageously have a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or the silicone oils.
  • Cyclomethicone (octamethylcyclotetrasiloxane) is advantageously used as the silicone oil to be used according to the invention.
  • other silicone oils can also be used advantageously for the purposes of the present invention, for example hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
  • the oil component is also advantageously selected from the group of the phospholipids.
  • the phospholipids are phosphoric acid esters of aeylated glycerols.
  • the phosphatidylcholines are, for example, the lecithins, which are distinguished by the general structure
  • R and R typically represent unbranched aliphatic radicals having 15 or 17 carbon atoms and up to 4 cis double bonds.
  • Cleaning preparations according to the invention are advantageously in the form of gels and contain one or more gel formers or hydrocolloids.
  • Hydrocolloid is the technological short name for the more correct term “hydrophilic colloid”. Hydrocolloids are macromolecules that are largely linear in shape and have intermolecular interaction forces that enable secondary and main valence bonds between the individual molecules and thus the formation of a network-like structure. They are partially water-soluble natural or synthetic polymers that form gels or viscous solutions in aqueous systems. They increase the viscosity of the water by either binding water molecules (hydration) or by absorbing and enveloping the water in their intertwined macromolecules, while at the same time restricting the mobility of the water.
  • Such water-soluble polymers represent a large group of chemically very different natural and synthetic polymers, the common feature of which is their solubility in water or aqueous media. The prerequisite for this is that these polymers have a sufficient number of hydrophilic groups for water solubility and are not too strongly crosslinked.
  • the hydrophilic groups can be nonionic, anionic or cationic in nature, for example as follows: NH 2 - COOH - COO "' M + - NR 2
  • the group of cosmetically and dermatologically relevant hydrocolloids can be divided as follows: organic, natural compounds, such as agar agar, carrageenan, tragacanth,
  • Hydrocolloids preferred according to the invention are, for example, methyl celluloses, as the methyl ethers of cellulose are referred to. They are characterized by the following structural formula in which R can represent a hydrogen or a methyl group.
  • cellulose mixed ethers which are generally also referred to as methyl celluloses and which, in addition to a dominant content of methyl, additionally contain 2-hydroxyethyl, 2-hydroxypropyl or 2-hydroxybutyl groups.
  • (Hydroxypropyl) methyl celluloses are particularly preferred, for example those sold under the trade name Methocel E4M by Dow Chemical Comp. available.
  • sodium carboxymethyl cellulose the sodium salt of the glycolic acid ether of cellulose, for which R in structural formula I can be a hydrogen and / or CH 2 COONa.
  • R in structural formula I can be a hydrogen and / or CH 2 COONa.
  • Particularly preferred is the sodium carboxymethyl cellulose available under the trade name Natrosol Plus 330 CS from Aqualon, also known as cellulose gum.
  • xanthan (CAS No. 11138-66-2), also called xanthan gum, which is an anionic heteropolysaccharide which is generally formed from corn sugar by fermentation and is isolated as the potassium salt. It is produced by Xanthomonas campestris and some other species under aerobic conditions with a molecular weight of 2 * 10 6 to 24 * 10 6 .
  • Xanthan is formed from a chain with ⁇ -1,4-linked glucose (cellulose) with side chains. The structure of the subgroups consists of glucose, mannose, glucuronic acid, acetate and pyruvate.
  • Xanthan is the name for the first microbial anionic heteropolysaccharide.
  • Xanthan is formed from a chain with ⁇ -1,4-linked glucose (cellulose) with side chains.
  • the structure of the subgroups consists of glucose, mannose, glucuronic acid, acetate and pyruvate.
  • the number of pyruvate units determines the viscosity of the xanthane.
  • Xanthan is obtained in two-day batch cultures with a yield of 70-90% on the carbohydrate used. Yields of 25-30 g / l are achieved. The work-up takes place after killing the culture by precipitation with z.
  • B. 2-propanol. Xanthan is then dried and ground.
  • An advantageous gelling agent in the sense of the present invention is also carrageenan, a gel-forming and similar to agar extract from north atlantic red algae (Chondrus crispus and Gigartina stellata), which is one of the florides.
  • carrageen is often used for the dried algae product and carrageenan for the extract from it.
  • the carrageenan precipitated from the hot water extract of the algae is a colorless to sand-colored powder with a molecular weight range of 100,000-800,000 and a sulfate content of approx. 25%.
  • Carrageenan which is very easily soluble in warm water; a thixotropic gel forms on cooling, even if the water content is 95-98%. The firmness of the gel is brought about by the double helix structure of the carrageenan.
  • the gel-forming ⁇ fraction consists of D-galactose-4-sulfate and 3,6-anhydro- ⁇ -D-galactose, which are alternately glycosidically linked in the 1,3 and 1,4 positions (Agar, on the other hand, contains 3,6-anhydro- ⁇ -L-galactose).
  • the non-gelling ⁇ fraction is composed of 1,3-glycosidically linked D-galactose-2-sulfate and 1,4-linked D-galactose-2,6-disulfate residues and the like. Easily soluble in cold water.
  • the i-carrageenan composed of D-galactose-4-sulfate in 1,3-bond and 3,6-anhydro- ⁇ -D-galactose-2-sulfate in 1,4-bond is both water-soluble and gel-forming.
  • Other types of carrageenan are also designated with Greek letters: ⁇ , ß, ⁇ , ⁇ , v, ⁇ , ⁇ , ⁇ , ⁇ .
  • the type of cations present (K + , NH 4 + , Na + , Mg 2+ , Ca 2+ ) also influences the solubility of the carrageenans.
  • Polyacrylates are also advantageous gelators to be used in the sense of the present invention.
  • Polyacrylates are compounds of the general structural formula
  • Polyacrylates which are advantageous according to the invention are acrylate-alkyl acrylate copolymers, in particular those which are selected from the group of the so-called carbomers or carbopols (Carbopol® is actually a registered trademark of the BF Goodrich Company).
  • the acrylate-alkyl acrylate copolymers which are advantageous according to the invention are distinguished by the following structure:
  • R ' represents a long-chain alkyl radical and x and y numbers which symbolize the respective stoichiometric proportion of the respective comonomers.
  • acrylate copolymers and / or acrylate-alkyl acrylate copolymers which are available from the B.F. Goodrich Company under the trade names Carbopol® 1382, Carbopol® 981 and Carbopol® 5984.
  • the total amount of one or more hydrocolloids in the finished cosmetic or dermatological preparations is advantageously chosen to be less than 1.5% by weight, preferably between 0.1 and 1.0% by weight, based on the total weight of the preparations. It is advantageous in the sense of the present invention if the content of one or more polyacrylates in the cosmetic or dermatological cleaning emulsion is in the range from 0.5 to 2% by weight, very particularly advantageously from 0.7 to 1.5% by weight. -% is selected, in each case based on the total weight of the preparations
  • Cosmetic preparations which are cosmetic cleaning preparations for the skin, can be in liquid or solid form.
  • compositions according to the invention optionally contain the additives customary in cosmetics, for example perfume, dyes, antimicrobial substances, refatting agents, complexing and sequestering agents, pearlescent agents, plant extracts, vitamins, active ingredients, preservatives, bactericides, pigments, which have a coloring effect, thickening agents, softening, moisturizing and / or moisturizing substances, or other usual components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
  • additives customary in cosmetics for example perfume, dyes, antimicrobial substances, refatting agents, complexing and sequestering agents, pearlescent agents, plant extracts, vitamins, active ingredients, preservatives, bactericides, pigments, which have a coloring effect, thickening agents, softening, moisturizing and / or moisturizing substances, or other usual components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers,
  • antioxidants are generally preferred. According to the invention, all the antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.
  • antioxidants are advantageously selected from the group consisting of amino acids (eg glyein, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives, peptides such as D, L-camosin, D-camosin, L-car- nosin and its derivatives (e.g. anserine), carotenoids, carotenes (e.g. ⁇ -carotene, ⁇ -carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, lipoic acid and their derivatives (e.g.
  • amino acids eg glyein, histidine, tyrosine, tryptophan
  • imidazoles eg urocanic acid
  • peptides such as D, L-camosin, D-camosin, L-car- nosin and its derivatives (e.g. anserine)
  • carotenoids e.
  • thiols e.g. Thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, choleste- ryl 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 homo- cysteine sulfoximine, buthionine sulfones, penta-, hexa-, heptathionine sulfoximine) in very low tolerable doses (e.g. pmol to ⁇ mol / kg), also (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 eg ⁇ -linolenic acid, linoleic acid, oleic acid
  • folic acid and their derivatives ubiquinone and ubiquinol and their derivatives
  • vitamin C and derivatives e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate
  • tocopherols and derivatives e.g.
  • vitamin E acetate
  • vitamin A and derivatives vitamin A palmitate
  • coniferyl benzoate of benzoin, rutinic acid and their Derivatives ⁇ -glycosyl rutin, ferulic acid, furfurylidene glucitol, carnosin, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajak resin acid, nordihydroguajaretic acid, trihydroxybutyro phenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (e.g. ZnO, ZnSO 4 ) selenium and its derivatives (e.g.
  • stilbenes and their derivatives e.g. stilbene oxide, trans-stilbene oxide
  • derivatives suitable according to the invention Salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids
  • the amount of the aforementioned antioxidants (one or more compounds) in the emulsions is preferably 0.001 to 30% by weight, particularly preferably 0.05 to 20% by weight, in particular 0.1 to 10% by weight, based on the Total weight of the preparation.
  • vitamin E and / or its derivatives represent the antioxidant (s)
  • vitamin A or vitamin A derivatives or carotenes or their derivatives represent the antioxidant (s)
  • Polyquaternium-10 0.5 0.5 0.5 0.5 0.5 sodium laureth sulfate 9.0 9.0 9.0 cocoamidopropyl betaine 2.5 2.5 2.5 pearlescent 2.0 2.0 2.0 IDS 1.0, 2.5, 3.8
  • the pH is adjusted to 6.
  • the pH is adjusted to 6.
  • the basic soap noodles are dosed with the color slurry and the other components into a conventional soap mixer (screw mixer with perforated sieve), homogenized by repeated mixing, discharged via an extruder, cut and processed into pieces in the usual way.
  • a conventional soap mixer screw mixer with perforated sieve
  • the basic soap noodles are dosed with the color slurry and the other components into a conventional soap mixer (screw mixer with perforated sieve), homogenized by repeated mixing, discharged via an extruder, cut and processed into pieces in the usual way.
  • a conventional soap mixer screw mixer with perforated sieve
  • the basic soap noodles are dosed with the other components in a conventional soap mixer (screw mixer with perforated sieve), homogenized by repeated mixing, discharged via an extruder, cut and processed into pieces in the usual way
  • the IDS used is tetrasodium iminodisuccinate, a solid from Bayer with an active content of approx. 60% based on the free acid.

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Abstract

L'invention concerne des compositions de nettoyage cosmétiques et dermatologiques contenant: (a) une quantité efficace d'au moins une substance tensioactive; et (b) une quantité efficace d'acide immunosuccinique et/ou de ses sels.
PCT/EP2002/000098 2001-01-10 2002-01-08 Preparations de lavage cosmetiques et dermatologiques contenant une quantite efficace d'acide immunosuccinique et/ou de ses sels WO2002055050A1 (fr)

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DE10100720.5 2001-01-10
DE2001100720 DE10100720A1 (de) 2001-01-10 2001-01-10 Kosmetische und dermatologische waschaktive Zubereitungen, enthaltend eine wirksame Menge an Iminodibernsteinsäure und/oder ihren Salzen

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1284132A1 (fr) * 2001-08-17 2003-02-19 Beiersdorf Aktiengesellschaft Préparations cosmétiques et dermatologiques antisolaires contenant des triazines et de l 'acide iminodisuccinique et/ou ses sels
EP1284130A2 (fr) * 2001-08-17 2003-02-19 Beiersdorf AG Formulations cosmétiques et dermatologiques antisolaires
EP1284129A1 (fr) * 2001-08-17 2003-02-19 Beiersdorf AG Préparations cosmétiques et dermatologiques antisolaires contenant des filtres UV hydrosolubles et de l'acide iminodisuccinique et/ou ses sels
EP1284131A1 (fr) * 2001-08-17 2003-02-19 Beiersdorf Aktiengesellschaft Préparations cosmétiques et dermatologiques antisolaires contenant des benzotriazoles et de l'acide iminodisuccinique et/ou ses sels
WO2003020238A1 (fr) * 2001-09-01 2003-03-13 Beiersdorf Ag Renforcement de la stabilite de preparations cosmetiques par adjonction d'acide iminodisuccinique
EP1310236A1 (fr) * 2001-11-09 2003-05-14 Beiersdorf AG Préparations cosmétiques et dermatologiques antisolaires contenant des hydroxybenzophénones et d'acide iminodisuccinique et/ou de ses sels
FR2852823A1 (fr) * 2003-03-25 2004-10-01 Oreal Composition de traitement des matieres keratiniques comprenant un acide polycarboxylique et un agent protecteur ou conditionneur
FR2852825A1 (fr) * 2003-03-25 2004-10-01 Oreal Composition de traitement des matieres keratiniques comprenant un acide polycarboxylique et un agent protecteur ou conditionneur
WO2008138392A1 (fr) * 2007-05-11 2008-11-20 Ecolab Inc. Nettoyage de polycarbonate
EP2181696B1 (fr) 2008-10-30 2017-04-12 Henkel AG & Co. KGaA Moyen de traitement de la peau contre les boutons

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DE10142931A1 (de) * 2001-09-01 2003-03-27 Beiersdorf Ag Erhöhung der hautbefeuchtenden Eigenschaften von Polyolen
DE10236063A1 (de) * 2002-08-07 2004-02-19 Beiersdorf Ag Milde Reinigungszubereitung
CA2494320C (fr) * 2002-08-13 2012-10-16 Mcintyre Group, Ltd. Compositions tensio-actives a haute concentration et procedes
DE10310381A1 (de) * 2003-03-07 2004-09-16 Cognis Deutschland Gmbh & Co. Kg Tensidmischungen
ITCR20060016A1 (it) * 2006-06-07 2007-12-08 Silvia Palladini Formulazioni di detersivi a basso impatto ambientale
US11149237B2 (en) 2016-09-30 2021-10-19 Dow Global Technologies Llc Detergent bars

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DE19528059A1 (de) * 1995-07-31 1997-02-06 Bayer Ag Wasch- und Reinigungsmittel mit Iminodisuccinaten
EP0969080A1 (fr) * 1998-07-03 2000-01-05 Showa Denko Kabushiki Kaisha Composition détergente liquide
DE19923838A1 (de) * 1999-05-26 2000-11-30 Nutrinova Gmbh Sorbatkonservierte Mittel, Verfahren zu deren Herstellung und ihre Verwendung
DE19928495A1 (de) * 1999-06-22 2000-12-28 Nutrinova Gmbh Sorbatkonservierte Mittel, Verfahren zu deren Herstellung und ihre Verwendung
EP1074239A1 (fr) * 1999-07-22 2001-02-07 Beiersdorf AG Composition cosmétique pour le nettoyage des cheveux comprenant comme composés actifs du gamma-oryzanol et des sels de calcium a basse concentration en métaux ioniques

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CA1011214A (en) * 1973-07-13 1977-05-31 Alfred F. Steinhauer Detergent bar and improved method for cleansing, softening and moisturizing skin
DE19713911A1 (de) * 1997-04-04 1998-10-08 Bayer Ag Herstellung und Verfahren von Iminodibernsteinsäuresalzen

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DE19528059A1 (de) * 1995-07-31 1997-02-06 Bayer Ag Wasch- und Reinigungsmittel mit Iminodisuccinaten
EP0969080A1 (fr) * 1998-07-03 2000-01-05 Showa Denko Kabushiki Kaisha Composition détergente liquide
DE19923838A1 (de) * 1999-05-26 2000-11-30 Nutrinova Gmbh Sorbatkonservierte Mittel, Verfahren zu deren Herstellung und ihre Verwendung
DE19928495A1 (de) * 1999-06-22 2000-12-28 Nutrinova Gmbh Sorbatkonservierte Mittel, Verfahren zu deren Herstellung und ihre Verwendung
EP1074239A1 (fr) * 1999-07-22 2001-02-07 Beiersdorf AG Composition cosmétique pour le nettoyage des cheveux comprenant comme composés actifs du gamma-oryzanol et des sels de calcium a basse concentration en métaux ioniques

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1284132A1 (fr) * 2001-08-17 2003-02-19 Beiersdorf Aktiengesellschaft Préparations cosmétiques et dermatologiques antisolaires contenant des triazines et de l 'acide iminodisuccinique et/ou ses sels
EP1284130A2 (fr) * 2001-08-17 2003-02-19 Beiersdorf AG Formulations cosmétiques et dermatologiques antisolaires
EP1284129A1 (fr) * 2001-08-17 2003-02-19 Beiersdorf AG Préparations cosmétiques et dermatologiques antisolaires contenant des filtres UV hydrosolubles et de l'acide iminodisuccinique et/ou ses sels
EP1284131A1 (fr) * 2001-08-17 2003-02-19 Beiersdorf Aktiengesellschaft Préparations cosmétiques et dermatologiques antisolaires contenant des benzotriazoles et de l'acide iminodisuccinique et/ou ses sels
EP1284130A3 (fr) * 2001-08-17 2003-02-26 Beiersdorf AG Formulations cosmétiques et dermatologiques antisolaires
WO2003020238A1 (fr) * 2001-09-01 2003-03-13 Beiersdorf Ag Renforcement de la stabilite de preparations cosmetiques par adjonction d'acide iminodisuccinique
EP1310236A1 (fr) * 2001-11-09 2003-05-14 Beiersdorf AG Préparations cosmétiques et dermatologiques antisolaires contenant des hydroxybenzophénones et d'acide iminodisuccinique et/ou de ses sels
FR2852823A1 (fr) * 2003-03-25 2004-10-01 Oreal Composition de traitement des matieres keratiniques comprenant un acide polycarboxylique et un agent protecteur ou conditionneur
FR2852825A1 (fr) * 2003-03-25 2004-10-01 Oreal Composition de traitement des matieres keratiniques comprenant un acide polycarboxylique et un agent protecteur ou conditionneur
WO2008138392A1 (fr) * 2007-05-11 2008-11-20 Ecolab Inc. Nettoyage de polycarbonate
EP2181696B1 (fr) 2008-10-30 2017-04-12 Henkel AG & Co. KGaA Moyen de traitement de la peau contre les boutons

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