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WO2002038124A1 - Utilisation de tensioactifs amphoteres - Google Patents

Utilisation de tensioactifs amphoteres Download PDF

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Publication number
WO2002038124A1
WO2002038124A1 PCT/EP2001/012641 EP0112641W WO0238124A1 WO 2002038124 A1 WO2002038124 A1 WO 2002038124A1 EP 0112641 W EP0112641 W EP 0112641W WO 0238124 A1 WO0238124 A1 WO 0238124A1
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Prior art keywords
acid
fatty acid
alkyl
ether
fatty
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PCT/EP2001/012641
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German (de)
English (en)
Inventor
Cristina Amela Conesa
Esther Prat Queralt
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Cognis Iberia S.L.
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Publication of WO2002038124A1 publication Critical patent/WO2002038124A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—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
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • 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
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds

Definitions

  • the invention is in the field of amphoteric surfactants and relates to the use of special representatives for improving the sensory properties of surface-active products.
  • Cosmetic cleaning products as well as surface-active preparations for cleaning hard surfaces inevitably contain surfactants as active components, preferably those with an anionic or nonionic structure and mixtures thereof.
  • surfactants preferably those with an anionic or nonionic structure and mixtures thereof.
  • these not only have the property of reducing the interfacial tension between the phases, detaching and dispersing dirt from the surfaces, but also penetrating in contact with human skin and possibly even causing irritation.
  • the rule of thumb is that these undesirable effects are more or less proportional to the performance of the surfactants.
  • the object of the present invention was therefore to remedy this situation and to find a way to improve the sensory properties of anionic and nonionic surfactants, especially the roughness of the skin, without adversely affecting the application properties of the preparations.
  • the invention relates to the use of amphoteric surfactants of the formula (I),
  • R ⁇ O is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, n and m independently of one another are integers from 1 to 3 and X is hydrogen or an alkali metal, to improve the sensory properties of anionic and / or nonionic surfactants.
  • amphoteric surfactants compensates for the known disadvantages of anionic or nonionic surfactants and in particular improves the sensory properties, especially the skin roughness, without adversely affecting the application properties.
  • the combination of the amphoteric with the anionic or nonionic surfactants prevents the skin from losing elasticity.
  • amphoteric surfactants are substances that can be obtained by the usual methods of preparative organic chemistry. Representing the extensive state of the art, reference is made to the publications DE 19636205 AI (Henkel) and EP 0713860 AI (Rhodia). Those amphoteric surfactants of the formula (I) which are derived from condensation products are preferably used derive technical coconut fatty acids with aminoethylethanolamine, in which R ⁇ O is a linear, saturated acyl radical having 12 to 18 carbon atoms, n and m is 2 and X is hydrogen or sodium.
  • the amphoteric surfactants are so-called monoacetates, that is to say those products which have at least 90 mol% only one carboxyl group. These substances must be seen separately from the commercially available mono / diacetate mixtures, which do not show the effects found. Corresponding products are on the market under the name Dehyton® G (Cognis Deutschland GmbH).
  • anionic surfactants the sensory properties of which can be improved by adding the amphoteric surfactants
  • soaps alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfate ethersulfinates, Hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid aryl
  • anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Mixtures of the amphoteric surfactants with sulfosuccinates, monoglyceride sulfates and / or acylglutamates and in particular alkyl and / or alkyl (ether) sulfates are preferably used.
  • Alkyl and / or alkenyl (ether) sulfates which are also often referred to as fatty alcohol sulfates or fatty alcohol ether sulfates, are to be understood as meaning the sulfation products of primary and / or secondary alcohols, which preferably follow the formula (II),
  • alkyl sulfates which can be used in the context of the invention are the sulfation products of capron alcohol, caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, arachselyl alcohol, aridselyl alcohol, elaidyl alcohol, alcohol Behenyl alcohol and erucyl alcohol and their technical mixtures, which are obtained from high pressure hydrogenation of technical methyl ester fractions or aldehydes from Roelen's oxosynthesis.
  • the sulfation products can preferably be used in the form of their alkali metal salts and in particular their sodium salts.
  • Particularly preferred are alkyl sulfates based on C ⁇ 6 / ⁇ 8 tallow fatty alcohols or vegetable fatty alcohols of comparable carbon chain distribution in the form of their sodium salts.
  • these are oxo alcohols, as are obtainable, for example, by converting carbon monoxide and hydrogen to alpha-containing olefins using the shop process.
  • Such alcohol mixtures are commercially available under the trade names Dobanol® or Neodol®. Suitable alcohol mixtures are Dobanol 91®, 23®, 25®, 45®.
  • oxo alcohols such as those obtained after the classic Enichema or Condea oxo process by adding carbon monoxide and hydrogen to olefins.
  • These alcohol mixtures are a mixture of strongly branched alcohols.
  • Such alcohol mixtures are commercially available under the trade name Lial®.
  • Suitable alcohol mixtures are Lial 91®, 111®, 123®, 125®, 145®.
  • Typical examples of ether sulfates are the sulfates of the adducts of an average of 1 to 10 and preferably 2 to 5 moles of ethylene oxide to the alcohols mentioned.
  • nonionic surfactants the sensory properties of which can be improved by adding the amphoteric surfactants
  • fatty alcohol polyglycol ethers are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or Mixed formal, optionally partially oxidized alk (en) yl oligoglycosides or glucoronic acid derivatives, fatty acid N-alkyl glucamides, protein hydrolysates (in particular vegetable products based on wheat), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
  • nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Mixtures of the amphoteric surfactants with alkyl and / or alkenyl oligoglycosides and / or fatty acid N-alkyl glucamides are preferably used.
  • Alkyl and alkenyl oligoglycosides are known nonionic surfactants which follow the formula (III)
  • R 3 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10. They can be obtained according to the relevant procedures in preparative organic chemistry. Representative of the extensive literature, reference is made here to the documents EP 0301298 AI and WO 90/03977.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 3 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, as they are can be obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 3 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms.
  • Typical examples are lauric alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and the technical mixtures described above, which can be obtained as described above, and the technical mixtures thereof.
  • Alkyl oligoglucosides based on hardened C 2 / M coco alcohol with a DP of 1 to 3 are preferred.
  • Fatty acid N-alkylpolyhydroxyalkylamides are nonionic surfactants which follow the formula (IV)
  • R 4 CO stands for an aliphatic acyl radical with 6 to 22 carbon atoms
  • R 5 for an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms
  • [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups.
  • the fatty acid N-alkylpolyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride. With regard to the processes for their production, reference is made to US Pat. Nos.
  • the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars with 5 or 6 Carbon atoms, especially on the glucose.
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides, as represented by the formula (V):
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides used are glucamides of the formula (IV) in which R 5 represents a methyl group and R 4 CO represents the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, Oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arachic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
  • fatty acid-N-alkyl glucamides of formula (IV) / ⁇ by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C ⁇ 2 4 coconut oil fatty acid or a corresponding derivative is obtained.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • amphoteric surfactants and the anionic and / or nonionic surfactants can be used in a weight ratio of 90:10 to 10:90, preferably 50:50 to 20:80 and in particular 40:60 to 30:70.
  • the surfactant mixtures according to the invention can be used to produce cosmetic and / or pharmaceutical preparations, such as hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions, emulsions, wax / fat masses, stick preparations, powders or ointments serve.
  • cosmetic and / or pharmaceutical preparations such as hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions, emulsions, wax / fat masses, stick preparations, powders or ointments serve.
  • agents can also be used as further auxiliaries and additives, oil bodies, emulators, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic active ingredients, UV light protection factors, antioxidants, deodorant - antiperspirants, antidandruff agents, film formers, swelling agents, insect repellants pellets, self-tanners, tyrosine inhibitors (depigmentation agents), hydrotropes, solubilizers, preservatives, perfume oils, dyes and the like.
  • Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C 6 -C 22 fatty acids with linear or branched C 6 -C 22 fatty alcohols or esters of branched C 6 -C ⁇ come as, for example, Guerbet alcohols 3 - carboxylic acids with linear or branched C 6 -C 22 fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl stearate, cetyl stearate, , Stearyl palmitate, stearyl stearate, stearyl isostearate, stearyl oleate, stearyl behenate
  • esters of linear C 6 -C 22 fatty acids with branched alcohols in particular 2-ethylhexanol
  • esters of C 8 -C 38 alkylhydroxycarboxylic acids with linear or branched C 6 -C 22 fatty alcohols cf.
  • 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 Ce-Cio fatty acids, liquid mono- / di- / triglyceride mixtures based of C 6 -C 8 - fatty acids, esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, 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, linear and branched C 6 -C 22 fatty alcohol carbonates, such as Dicaprylyl carbonates (C
  • Suitable emulsifiers are nonionic surfactants from at least one of the following groups:
  • Polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (eg sorbitol), alkyl glucosides (eg methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (eg cellulose) with saturated and / or unsaturated, linear or branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
  • Polymer emulsifiers e.g. Pemulen types (TR-1, TR-2) from Goodrich;
  • the adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols or with castor oil are known, commercially available products. These are mixtures of homologs whose average degree of alkoxylation is the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate, with which the addition reaction is carried out.
  • C ⁇ 2 / ⁇ 8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
  • Suitable partial glycerides are Hydroxystearin Textremonogly- cerid, hydroxystearic acid diglyceride, isostearic acid, Isostearinklare- diglyceride, oleic acid monoglyceride, oleic acid diglyceride klarediglycerid, Ricinolklaremoglycerid, ricinoleic, Linolklaremonoglycerid, Linolklarediglycerid, LinolenTalkremonogly- cerid, LinolenLiterediglycerid, Erucaklaklamonoglycerid, Erucaklaklarediglycerid, tartaric acid monoglyceride, Weinchurediglycerid, Citronenklamonoglycerid, Citric diglyceride, malic acid monoglyceride, malic acid diglyceride and their technical mixtures, which may still contain small amounts of triglyceride from the manufacturing process. Addition products of 1 to 30,
  • polyglycerol esters are polyglyceryl-2 dipolyhydroxystearate (Dehymuls® PGPH), polyglycerol-3-diisostearate (Lameform® TGI), polyglyceryl-4 isostearate (Isolan® GI 34), polyglyceryl-3 oleate, diisostearoyl po- lyglyceryl-3 diisostearate (Isolan® PDI), polyglyceryl-3 methylglucose distearate (Tego Care® 450), polyglyceryl-3 beeswax (Cera Bellina®), polyglyceryl-4 caprate (polyglycerol caprate T2010 / 90), polyglyceryl-3 cetyl ether ( Chimexane® NL), Polyglyceryl-3 Distearate (Cremophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimer
  • polystyrene resin examples include the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like, which are optionally reacted with 1 to 30 mol of ethylene oxide.
  • Typical anionic emulsifiers are aliphatic fatty acids with 12 to 22 carbon atoms, such as, for example, palmitic acid, stearic acid or behenic acid, and dicarboxylic acids with 12 to 22 carbon atoms, such as, for example, azelaic acid or sebacic acid.
  • a photere and cationic emulsifiers are aliphatic fatty acids with 12 to 22 carbon atoms, such as, for example, palmitic acid, stearic acid or behenic acid, and dicarboxylic acids with 12 to 22 carbon atoms, such as, for example, azelaic acid or sebacic acid.
  • a photere and cationic emulsifiers are aliphatic fatty acids with 12 to 22 carbon atoms, such as, for example, palmitic acid, stearic acid or behenic acid, and dicarboxylic acids with 12 to 22 carbon atoms, such as, for example, azel
  • 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 the coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl -3-carboxyImethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and also the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium g
  • fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • Suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C 8 -C 8 -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.
  • ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N- alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-
  • Alkyl taurines N-alkyl sarcosines, 2-alkyl aminopropionic acids and alkyl amino acetic acids, each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are the N-coconut alkylaminopropionate, the coconut acylaminoethylaminopropionate and the C ⁇ 2 18 -acyl sarcosine.
  • cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • Typical examples of fats are glycerides, ie solid or liquid vegetable or animal products which essentially consist of mixed glycerol esters of higher fatty acids
  • waxes include natural waxes, such as candelilla wax, carnauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil - wax, sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walrus, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), petrolatum, Pa- refined waxes, micro waxes; chemically modified waxes (hard waxes), such as montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as polyalkylene waxes and polyethylene glycol waxes.
  • natural waxes such as candelilla wax, carnauba wax, Japanese wax, es
  • lecithins In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives.
  • lecithins to mean those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often referred to in the specialist world as phosphatidylcholines (PC).
  • PC phosphatidylcholines
  • Examples of natural lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids.
  • phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats.
  • glycerol phosphates glycerol phosphates
  • sphingosines or sphingolipids are also suitable.
  • Pearlescent waxes that can be used are, for example: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15
  • Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, partial glycerides, fatty acids or hydroxy fatty acids.
  • a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are for example Aerosil types (hydrophilic silicas), polysaccharides, especially xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl cellulose, as well as higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g. Carbopole® and Pemulen types from Goodrich; Synthalene® from Sigma; Keltrol types from Kelco; Sepigel types from Seppic; Salcare types from Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone.
  • Aerosil types hydrophilic silicas
  • polysaccharides especially xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl cellulose, as well
  • Bentonites such as Bentone® Gel VS-5PC (Rheox), which is a mixture of cyclopentasiloxane, disteardimonium hectorite and propylene carbonate, have also proven to be particularly effective.
  • Surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides and electrolytes such as sodium chloride and ammonium chloride are also suitable.
  • Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Metal salts of fatty acids such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate are used.
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, such as, for example, a quaternized hydroxyethyl cellulose, which is available from Amerchol under the name Polymer JR 400®, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, Luviquat® ( BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed coi (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as amodimethicones, copolymers of adipic acid and diethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with di
  • Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their polyols, acrylamide amide chloride, and non-reacted polyethylenethoxide amide methylene chloride methylene chloride and non-crosslinked polyols with unreacted polyamides / Acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylamino
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
  • Simethicones which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates, are also suitable.
  • a detailed overview of suitable volatile silicones can also be found by Todd et ai. in Cosm.Toil. 91, 27 (1976). UV light protection filter and antioxidants
  • UV light protection factors are understood to mean, for example, organic substances (light protection filters) which are liquid or crystalline at room temperature and which are able to absorb ultraviolet rays and absorb the energy absorbed in the form of longer-wave radiation, e.g. To give off heat again.
  • UV-B filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
  • esters of cinnamic acid preferably 2-ethylhexyl 4-methoxycinnamate, propyl 4-methoxycinnamate, isoamyl 4-methoxycinnamate, 2-cyano-3,3-phenylcinnamate, 2-ethylhexyl ester (octocrylene);
  • Esters of salicylic acid preferably salicylic acid 2-ethylhexyl ester, salicylic acid 4-iso-propylbenzyl ester, salicylic acid homomethyl ester;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4 ⁇ - methylbenzophenone, 2.2 ⁇ - dihydroxy-4-methoxybenzophenone;
  • esters of benzalmalonic acid preferably 4-methoxybenzmalonic acid di-2-ethylhexyl ester;
  • Triazine derivatives e.g. 2,4,6-trianilino- (p-carbo-2'-ethyl-f-hexyloxy) -l, 3,5-triazine and octyl triazone, as described in EP 0818450 AI or dioctyl butamido triazone (Uvasorb® HEB) ;
  • Typical UV-A filters are, in particular, derivatives of benzoyl methane such as l- (4 ⁇ -tert.Butylphenyl) -3- (4-methoxyphenyl ⁇ ) propane-l, 3-dione, 4-tert-butyl -4-methoxydibenzoylmethane (Parsol® 1789), l-phenyl-3- (4Msopropylphenyl) propane-l, 3-dione and enamine compounds, as described in DE 19712033 AI (BASF).
  • the UV-A and UV-B filters can of course also be used in mixtures.
  • Particularly favorable combinations consist of the derivatives of benzoyl methane, for example 4-tert-butyl-4 ⁇ methoxydibenzoylmethane (Parsol 1789) and 2-cyano-3,3-phenylcinnamate-2-ethyl-hexyl ester (Octocrylene), in combination with ester cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate and / or propyl 4-methoxycinnamate and / or isoamyl 4-methoxycinnamate.
  • benzoyl methane for example 4-tert-butyl-4 ⁇ methoxydibenzoylmethane (Parsol 1789) and 2-cyano-3,3-phenylcinnamate-2-ethyl-hexyl ester (Octocrylene)
  • ester cinnamic acid preferably 2-ethylhexyl 4-methoxycinnamate
  • water-soluble filters such as 2-phenylbenzimidazole-5-sulfonic acid and their alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts.
  • insoluble light protection pigments namely finely dispersed metal oxides or salts
  • suitable metal oxides are, in particular, zinc oxide and titanium dioxide and, in addition, oxides of iron, zirconium, silicon, manganese, aluminum and cerium and mixtures thereof.
  • Silicates (talc), barium sulfate or zinc stearate can be used as salts.
  • the oxides and salts are used in the form of the pigments for skin-care and skin-protecting emulsions and decorative cosmetics.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm.
  • the pigments can also be surface-treated, ie hydrophilized or hydrophobicized.
  • Typical examples are coated titanium dioxides, such as titanium dioxide T 805 (Degussa) or Eusolex® T2000 (Merck). Silicones, and in particular trialkoxyoctylsilanes or simethicones, are particularly suitable as hydrophobic coating agents. So-called micro- or nanopigments are preferably used in sunscreens. Micronized zinc oxide is preferably used.
  • UV protection filters are in the overview by P.Finkel in S ⁇ FW-Journal 122, 543 (1996) and Parf.Kosm. 3, 11 (1999).
  • secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin.
  • Typical examples 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-camosine and their derivatives (e.g.
  • carotenoids e.g. ⁇ -carotene, ß-carotene, lycopene
  • carotenes e.g. ⁇ -carotene, ß-carotene, lycopene
  • chlorogenic 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, ⁇ -linoleyl, cholesteryl and glycetyl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (eg buthioninsulfoximines, homocysteine sulfoximine, butioninsulfones, penta-, hexa-, himinathioninsulfininsulfininsulfoxinsulfoxinsulfoxinsulfoxinsulfoxinsulfoxinsulfoxinsulfoxinsulfoxinsulfox
  • (metal) chelators e.g. ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), ⁇ -hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin , Biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. ⁇ -linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g.
  • Biogenic active ingredients include, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, (deoxy) ribonucleic acid and their fragmentation pro products, ß-glucans, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts, such as prune extract, bambaranus extract and vitamin complexes. Deodorants and germ inhibitors
  • Cosmetic deodorants counteract, mask or eliminate body odors.
  • Body odors arise from the action of skin bacteria on apocrine sweat, whereby unpleasant smelling breakdown products are formed. Accordingly, deodorants contain active ingredients which act as germ-inhibiting agents, enzyme inhibitors, odor absorbers or odor maskers.
  • germ-inhibiting agents such as.
  • Esterase inhibitors are suitable as enzyme inhibitors. These are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and in particular triethyl citrate (Hydagen® CAT).
  • the substances inhibit enzyme activity and thereby reduce odor.
  • esterase inhibitors include sterolsulfates or phosphates, such as, for example, lanosterol, cholesterol, campesterin, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as, for example, glutaric acid, monoethyl glutarate , Diethyl glutarate, A- dipinic acid, adipic acid mono-ethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarboxylic acids and their esters such as, for example, citric acid, malic acid, tartaric acid or tartaric acid diethyl ester, and zinc glycineate.
  • sterolsulfates or phosphates such as, for example, lanosterol, cholesterol, campesterin, stigmasterol and sitosterol sulfate or phosphate
  • dicarboxylic acids and their esters such as,
  • Suitable odor absorbers are substances that absorb odor-forming compounds and can retain them to a large extent. They lower the partial pressure of the individual components and thus also reduce their speed of propagation. It is important that perfumes must remain unaffected. Odor absorbers are not effective against bacteria. They contain, for example, a complex zinc salt of ricinoleic acid or special, largely odorless fragrances, which are known to the person skilled in the art as "fixators", such as, for example, the main component. B. extracts of Labdanum or Styrax or certain abietic acid derivatives. Fragrance agents or perfume oils act as odor maskers and, in addition to their function as odor maskers, give the deodorants their respective fragrance.
  • Perfume oils are, for example, mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers, stems and leaves, fruits, fruit peels, roots, woods, herbs and grasses, needles and branches as well as resins and balms. Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type.
  • Fragrance compounds of the ester type are, for example, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate.
  • Ethers include, for example, benzyl aldehydes with 8-alkenyl aldehydes 18 carbon atoms, citral, citronellal, citronellyloxyacetalde- hyd, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, for the ketones eg the jonones and methyl cedryl ketone, for the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, and phenyline alcohol, phenylethyl alcohol
  • the hydrocarbons mainly include the terpenes and balms.
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, for example 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, labdanum oil and lavandin oil.
  • Antiperspirants reduce sweat formation by influencing the activity of the eccrine sweat glands and thus counteract armpit wetness and body odor.
  • Aqueous or anhydrous formulations of antiperspirants typically contain the following ingredients:
  • non-aqueous solvents such as As ethanol, propylene glycol and / or glycerin.
  • Salts of aluminum, zirconium or zinc are particularly suitable as astringent antiperspirant active ingredients.
  • suitable antiperspirant active ingredients are, for example, aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex compounds, for. B. with propylene glycol-1,2.
  • conventional oil-soluble and water-soluble auxiliaries can be present in smaller amounts in antiperspirants. Examples of such oil-soluble auxiliaries are: > anti-inflammatory, skin-protecting or fragrant essential oils, synthetic skin-protecting agents and / or
  • water-soluble additives are e.g. Preservatives, water-soluble fragrances, pH adjusters, e.g. Buffer mixtures, water soluble thickeners, e.g. water-soluble natural or synthetic polymers such as e.g. Xanthan gum, hydroxyethyl cellulose, polyvinyl pyrrolidone or high molecular weight polyethylene oxides.
  • Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
  • Piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (1H) -pyridinone monoethanolamine salt
  • Baypival® (climbazole), Keto-conazol®, (4-acetyl -l - ⁇ - 4- [2- (2.4-dichlorophenyl) r-2- (1H-imidazol-l-ylmethyl) -l, 3-dioxylan-c-4-ylmethoxyphenyl ⁇ piperazine, ketoconazole, elubiol, selenium disulfide, sulfur colloidal, sulfur polyethylene glycol sorbitan monooleate, sulfur ricinole polyhexylate, sulfur tar distillates, salicylic acid (or in combination with hexachlorophene), undexylenic acid monoethanolamide sulfosuccinate sodium salt, Lamepon® UD (protein undecylenic acid pyrithione, magnesium
  • Possible insect repellents are N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl butyl acetylaminopropionate
  • Dihydroxyacetone is suitable as a self-tanner.
  • Arbutin, ferulic acid, kojic acid, coumaric acid and ascorbic acid (vitamin C) can be used as tyrosine inhibitors, which prevent the formation of melanin and are used in depigmenting agents.
  • Hydrotropes such as, for example, 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.
  • the polyols can also contain further functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Dialcohol amines such as diethanolamine or 2-amino-l, 3-propanediol.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid, and the silver complexes known under the name Surfacine® and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Ordinance.
  • Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenyl glycinate, allylcyclohexyl benzylatepylpropylate, stylate propionate, stylate propionate.
  • the ethers include, for example, benzylethyl ether
  • the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal
  • the ketones include, for example, the joonons, ⁇ -isomethylionone and methylcedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol
  • the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils which together produce an appealing fragrance.
  • essential oils of lower volatility mostly as Aroma components are used as perfume oils, for example 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.
  • Suitable flavors are, for example, peppermint oil, spearmint oil, anise oil, stemanis oil, caraway oil, eucalyptus oil, fennel oil, lemon oil, wintergreen oil, clove oil, menthol and the like.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. Examples are culinary red A (CI 16255), patent blue V (CI42051), indigotine (CI73015), chlorophyllin (CI75810), quinoline yellow (CI47005), titanium dioxide (CI77891), indanthrene blue RS (CI 69800) and madder varnish (CI 58000). Luminol may also be present as the luminescent dye. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight, based on the composition.
  • the agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used. Examples

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Abstract

L'invention se rapporte à l'utilisation de tensioactifs amphotères de formule (I), dans laquelle R1CO représente un reste acyle linéaire ou ramifié, saturé ou non saturé, comprenant de 6 à 22 atomes de carbone, n et m représentent indépendamment des nombres entiers compris entre 1 et 3 et X représente hydrogène ou un métal alcalin, en vue d'améliorer les propriétés sensorielles de tensioactifs anioniques et/ou non ioniques, notamment en matière de rugosité de la peau.
PCT/EP2001/012641 2000-11-09 2001-10-31 Utilisation de tensioactifs amphoteres WO2002038124A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10055518.7 2000-11-09
DE2000155518 DE10055518A1 (de) 2000-11-09 2000-11-09 Verwendung von amphoteren Tensiden

Publications (1)

Publication Number Publication Date
WO2002038124A1 true WO2002038124A1 (fr) 2002-05-16

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PCT/EP2001/012641 WO2002038124A1 (fr) 2000-11-09 2001-10-31 Utilisation de tensioactifs amphoteres

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DE (1) DE10055518A1 (fr)
WO (1) WO2002038124A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2409680A3 (fr) * 2010-05-31 2015-06-17 Beiersdorf AG Produit cosmétique de nettoyage du corps avec une absence non-notable d'agents tensioactifs alkoxylés

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0647469A2 (fr) * 1993-10-12 1995-04-12 Rhone-Poulenc Specialty Chemicals Co. Amphoacétates tensio-actifs de plus grande pureté, dérivés de l'imidazoline, et leurs procédés de préparation
WO1997033561A1 (fr) * 1996-03-14 1997-09-18 Johnson & Johnson Consumer Products, Inc. Compositions tensio-actives lavantes et hydratantes
EP0853941A2 (fr) * 1996-12-20 1998-07-22 Kao Corporation Compositions détergentes
US5906972A (en) * 1994-10-14 1999-05-25 Rhodia Inc. Liquid detergent composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0647469A2 (fr) * 1993-10-12 1995-04-12 Rhone-Poulenc Specialty Chemicals Co. Amphoacétates tensio-actifs de plus grande pureté, dérivés de l'imidazoline, et leurs procédés de préparation
US5906972A (en) * 1994-10-14 1999-05-25 Rhodia Inc. Liquid detergent composition
WO1997033561A1 (fr) * 1996-03-14 1997-09-18 Johnson & Johnson Consumer Products, Inc. Compositions tensio-actives lavantes et hydratantes
EP0853941A2 (fr) * 1996-12-20 1998-07-22 Kao Corporation Compositions détergentes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2409680A3 (fr) * 2010-05-31 2015-06-17 Beiersdorf AG Produit cosmétique de nettoyage du corps avec une absence non-notable d'agents tensioactifs alkoxylés

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