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
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/20—Organic compounds containing oxygen
  • C11D3/2093—Esters; Carbonates
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/34—Alcohols
  • A61K8/345—Alcohols containing more than one hydroxy group
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/37—Esters of carboxylic acids
  • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • 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
• • 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
• • 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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/02—Anionic compounds
  • C11D1/04—Carboxylic acids or salts thereof
  • C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
• • 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
  • C11D1/83—Mixtures of non-ionic with anionic compounds
• • 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
  • C11D3/20—Organic compounds containing oxygen
  • C11D3/2003—Alcohols; Phenols
  • C11D3/2065—Polyhydric alcohols
• • 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

Definitions

• the invention is in the field of anionic surfactants and relates to new mixtures of N-acylamino acids and selected stabilizers, a process for their preparation and the use of the stabilizers to improve the low-temperature stability of aqueous N-aclyamino acid preparations.
• N-acylamino acids such as N-acylglutamates
• mild co-surfactants for use in cosmetic preparations. They are obtained by reacting fatty acid chlorides with the NH2 group of the amino acid or the amino acid salt in the presence of bases, e.g. NaOH, made in aqueous medium.
• bases e.g. NaOH
• European Patent EP 0827950 A1 describes acylation without the addition of solvents, but using high stirring energy.
• the object of the present invention was to provide new detergent preparations based on N-acylamino acids or their salts which are free from the disadvantages described, ie clearly compared to the products of the prior art have improved cold behavior and at temperatures below 10, preferably below 5 ° C neither cloud nor deposit a significant amount (less than 1% by weight) of active substance.
• the invention relates to aqueous detergent preparations containing
• the N-acylamino acids which form component (a) can in principle be derived from all ⁇ -amino acids which can be acylated with N-acylamino acids with fatty acid halides.
• the preferred amino acids are glutamic acid, sarcosine, aspartic acid, alanine, valine, leucine, isoleucine, proline, hydroxyproline, glycine, serine, cysteine, cystine, threonine, histidine and their salts and in particular glutamic acid, sarcosine, aspartic acid, glycine, lysine and their salts in question.
• the amino acids can be used in optically pure form or as racemic mixtures.
• the amino acid residues of the N-acylamino acids are derived from glutamic acid and / or aspartic acid, i.e. the use of N-acylglutamates or N-acylaspartates is preferred.
• the acyl residues of the N-acylamino acids can be derived from fatty acids of the formula (I)
• R 1 represents a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds.
• Typical examples are acyl residues derived from caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, gadoleic acid, arachidonic acid, behenic acid and erucic acid and derive their technical mixtures.
• the N-acylamino acids are preferably derived from technical Ci2-Ci8 coconut fatty acids.
• the N-acylamino acids can be in acidic form, but generally their salts, preferably their alkali or ammonium salts, are used.
• the sodium and triethanolammonium salts are particularly preferred.
• detergent mixtures which contain N-cocoyl glutamate as N-acylamino acids are preferred.
• Polyols which are suitable as cold stabilizers 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 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;
• alkylene glycols especially ethylene glycol, diethylene glycol and in particular propylene glycol, is preferred.
• Polyol fatty acid esters have proven to be even more effective as stabilizers. Typical examples are:
• Alkylene glycol fatty acid esters especially ethylene glycol esters, diethylene glycol esters and propylene glycol esters
• Methylol fatty acid partial esters especially esters of trimethylolpropane and pentaerythritol.
• the fatty acid component of the esters mentioned can be derived from the fatty acids of the formula (I) already mentioned above, so that repetition can be dispensed with.
• Component (b) preferably contains polyol fatty acid esters whose acyl radical corresponds to that of the N-acylamino acids. From an application point of view, alkylene glycol mono- and / or alkylene glycol dicocoyl esters, especially propylene glycol mono- and / or propylene glycol dicocoyl esters, have proven to be particularly effective stabilizers.
• the amounts of stabilizers used can be from 0.01 to 1% by weight, based on the active substance of the finished preparations. Based on an approximately 25% by weight preparation, amounts of 0.05 to 5% by weight are typical, the amount added for the particularly preferred polyol fatty acid esters, especially the propylene glycol cocoyl esters, to be set in the lower range, that is to say 0.01 up to 0.1% by weight.
• the detergent preparations according to the invention are distinguished in that they
• the water content of the pastes according to the invention is 50 to 80 and in particular 60 to 75% by weight.
• the content of lower alcohols, in particular ethanol or isopropyl alcohol, can be 0.1 to 5, preferably 0.5 to 1% by weight.
• Another object of the invention relates to a process for the preparation of N-acylamino acids or salts thereof, in which
• R 2 represents an alkyl or alkenyl radical having 6 to 22 carbon atoms and X represents choir, bromine or iodine
• polyols and / or polyol fatty acid esters are then added to the reaction mixture.
• the amino acids or their salts are used in the preparation of the detergent mixtures according to the invention in amounts of 20 to 70% by weight, preferably 35 to 60 and in particular 40 to 50% by weight, based on the starting mixture, i.e. before adding acid chloride.
• suitable acid chlorides are nonanoyl chloride, decanoyl chloride, undecanoyl chloride, lauroyl chloride, tridecanoyl chloride, myristoyl chloride, palmitoyl chloride, stearoyl chloride, oleoyl chloride and also mixtures thereof.
• an alkali source is placed in the reactor for the process according to the invention.
• the alkali source is understood to mean alkali hydroxide or carbonate dissolved in water or in a mixture of water and / or at least one water-soluble organic solvent.
• an aqueous solution of alkali hydroxide or alkali hydroxide dissolved in water and water-soluble organic solvents, in particular sodium hydroxide is used.
• the amount of alkali is dimensioned such that a pH of the starting mixture of amino acid or amino acid salt of 10 to 12.5, preferably 11.5 to 12.5, is established.
• the acylation can be carried out in the presence of water-soluble or water-dispersible organic solvents, for which purpose, for example, acetone, methyl ethyl ketone, dioxane, tetrahydrofuran, methanol, ethanol, propanol, i-propanol, butanol, t-butanol, pentanol, isopentanol, trimethylhexanol, glycerol, ethylene glycol, 2 -Methyl-propanediol-1, 3, propylene glycol, dipropylene glycol, 1, 3 butylene glycol, 1, 2-butanediol, 1, 4-butanediol, isopentyldiol, sorbitol, xylitol, mannitol, erythritol, pentaerythritol, ethanolamine, triethanolamine, 2- Amino-2-methyl-propanol,
• FIG. 1 shows a flow diagram of the production process, which is described in detail below:
• a reactor is a mixture of at least one amino acid or its salt, preferably an aqueous solution of an amino acid or its salt and an alkali source, preferably in water and / or aqueous organic solvents dissolved alkali metal oxide or alkali metal carbonate, presented and cooled to 10 to 20 ° C.
• water-soluble organic, preferably volatile solvents can also be added, as described above.
• the reactor and the circulation system are provided with a cooling jacket, which ensures that the heat of reaction is dissipated and a maximum temperature of 20 to 25 ° C is guaranteed.
• the pH is adjusted to approximately 12 using an alkali solution, preferably sodium hydroxide solution.
• the fatty acid halide and the alkali solution are then metered in simultaneously (see plant concept) so that the reactor temperature does not exceed 20 to 25 ° C and the pH is between 11.5 and 12.5.
• the two reactants are preferably immersed in the reactor, ie below the surface of the reaction mixture, and in the case of the fatty acid chloride from the storage container into or in front of the mixing element (mixer).
• a mixing element is understood to mean dynamic or static mixers. Mixers are encapsulated units that prevent air from entering during the mixing process. These can be dynamic mixers with movable and possibly additional fixed installations or static mixers with only fixed installations (mixing using the flow energy).
• the reactor and the mixing element are connected to one another via a circulatory system.
• a circulation pump ensures that the reaction mixture is circulated during the entire reaction, the return of the mixture taking place submerged in the reactor, ie below the surface of the reaction mixture.
• the mixture is stirred for a further 2 to 5, preferably 2, hours at 20 to 25 ° C. and then heated to 60 to 80 ° C. for a further 2 to 5, preferably 2 hours. If organic solvents have been added as further components, these can be removed from the reaction mixture by distillation, preferably vacuum distillation or steam distillation.
• This distillation is preferably carried out with simultaneous metering of water vapor, which on the one hand reduces the amount of foam during the distillation and on the other hand compensates for the loss of water.
• the distillation is preferably carried out at 60 to 80 ° C and a pressure of 200 to 400 mbar.
• the organic solvents are largely removed from the mixture by distillation and then small amounts of solvent still present using a so-called Fryma system.
• the solvent can also be removed from the mixture by means of a membrane process.
• the mixture is then allowed to cool to room temperature and the pH of the reaction mixture is adjusted to approximately 10 by adding dilute hydrochloric acid.
• the reaction solution contains about 25 to 30% by weight acylated amino acid.
• the reactor is only stirred at a speed of ⁇ 60 / min, preferably ⁇ 30 / min. Mixing in the absence of air prevents foaming during the entire journey.
• the stabilizers are then added with stirring.
• the invention further relates to the use of polyols and / or polyol fatty acid esters as stabilizers for improving the low-temperature behavior of aqueous preparations of N-acylamino acids or their salts in amounts of preferably 0.01 to 1, preferably 0.05 to 0, 5% by weight - based on the composition.
• the detergent mixtures according to the invention can be used for the production of cosmetic preparations, such as, for example, hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions, emulsions, wax / fat compositions or stick preparations.
• cosmetic preparations such as, for example, hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions, emulsions, wax / fat compositions or stick preparations.
• agents can also be used as further auxiliaries and additives, mild co-surfactants, oil bodies, emulsifiers, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic active ingredients, UV light protection factors, Antioxidants, deodorants, antiperspirants, antidandruff agents, film formers, swelling agents, insect repellents, self-tanners, tyrosine inhibitors (depigmentation agents), hydro tropes, solubilizers, preservatives, perfume oils, dyes and the like.
• mild co-surfactants oil bodies, emulsifiers, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic active ingredients, UV light protection factors, Antioxidants, deodorants, antiperspirants, antid
• Anionic, nonionic, cationic and / or amphoteric or zwitterionic co-surfactants can be present as surface-active substances, the proportion of which in the compositions is usually about 1 to 70, preferably 5 to 50 and in particular 10 to 30% by weight.
• anionic surfactants are soaps, alkyl benzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, ether ether sulfates (mono) ether sulfates, hydroxymether ether sulfates, hydroxymether ether sulfates, mono ether ether sulfates, hydroxymether ether sulfates, hydroxymether ether sulfates, hydroxymether ether sulfates, hydroxymether ether sulfates, hydroxymether ether sulfates,
• anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
• Typical examples of nonionic surfactants 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 formals, optionally partially oxidized alk (en) yl oligoglycosides or especially glucoramide amide hydrolysis products, glucoronic acid protein derivatives, and glucoronic acid protein derivatives Wheat base), 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.
• cationic surfactants are quaternary ammonium compounds, such as, for example, dimethyldistearylammonium chloride, and ester quats, in particular quaternized fatty acid trialkanolamine ester salts.
• amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazoliniumbetaines and sulfobetaines. The surfactants mentioned are exclusively known compounds.
• Typical examples of particularly suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, ⁇ -olefin sulfonate, alkyl amphoglucoacetamides, ether carboglucosacids, or protein fatty acid condensates, the latter preferably based on wheat proteins.
• esters of linear C6-C22 fatty acids with branched alcohols are suitable C6-C22 fatty alcohols, especially dioctyl malates, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C ⁇ -cio fatty acids, liquid mono- / Di- / triglyceride mixtures based on C ⁇ -cis fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, esters of C2-Ci2-dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon
• Suitable emulsifiers are nonionic surfactants from at least one of the following groups:
• Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g.
• cellulose / 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; > Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol or polyglycerol.
• Block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
• 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 homologues 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. Ci2 / i8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known as refatting agents for cosmetic preparations.
• Alkyl and / or alkenyl oligoglycosides their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms.
• glycoside residue both monoglycosides in which a cyclic sugar residue is glycosidically bound to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to about 8 are suitable.
• the degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
• Suitable partial glycerides are hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid monoglyceride, isostearic acid diglyceride, oleic acid monoglyceride, oleic acid diglyceride, ricinoleic acid moglyceride, ricinoleic acid diglyceride, linoleic acid diglyceride, Linoleic acid diglyceride, linolenic acid monoglyceride, linolenic acid diglyceride, erucic acid monoglyceride, erucic acid diglyceride, tartaric acid monoglyceride, tartaric acid diglyceride, citric acid monoglyceride, citric diglyceride, malic acid onoglycerylated diglyceride, malic acid and their technical grade are suitable, also containing trichloride diglyceride, malic acid, 5 to 10 moles of
• sorbitan sorbitan, sorbitan sesquiisostearate, sorbitan come diisostearate, sorbitan triisostearate, sorbitan monooleate, sorbitan dioleate, bitantrioleat sorting, Sorbitanmonoerucat, Sorbitansesquierucat, Sorbitandierucat, Sorbitantrierucat, sorting bitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, sorbitan monohydroxystearat, Sorbitansesquihydroxystearat, Sorbitandihydroxystearat , Sorbitan trihydroxystearate, sorbitan monotartrate, sorbitan sesqui-tartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, sorbitan sesquicitrate, sorbitan dicitrate,
• polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® Gl 34), polyglyceryl-3 oleates, diisostearoyl polyglyceryl polyglyceryl 3 diisostearates (Isolan® PDI), polyglyceryl-3 methylglucose distearate (Tego Care® 450), polyglyceryl-3 beeswax (Gera 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-2 dipo
• polystyrene resin examples include the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, taig 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.
• Zwitterionic surfactants can also be used as emulsifiers.
• Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule.
• Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkydimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-glycate -carboxylmethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the coconut acylaminoethyl hydroxyethylcarboxymethylglycinate.
• betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkydimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium gly
• Suitable emulsifiers are ampholytic surfactants.
• Ampholytic surfactants are surface-active compounds which, in addition to a C ⁇ / i ⁇ -alkyl or acyl group, contain at least one free amino group and at least one -COOH or -S0 3 H group in the molecule and are capable of forming internal salts.
• ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group.
• Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine.
• 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.
• Natural waxes such as candelilla wax, carnauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, come among others , Ouricury wax, montan wax, beeswax, shellac wax, walrus, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), Petrolatum, paraffin waxes, micro waxes; chemically modified waxes (hard waxes), such as montan ester waxes, sasol waxes, hydrogenated jojoba waxes, and synthetic waxes, such as, for example, polyalkylene waxes and polyethylene glycol waxes.
• lecithins In addition to the fats, fat-like substances, such as lecithins and phospholipids, can also be used as additives.
• lecithins is understood by those skilled in the art to mean glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often used in the professional world as phosphatidylcholines (PC). 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 are: 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 carbon atoms
• Suitable consistency agents are primarily fatty alcohols or hydroxyfatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides, fatty acids or hydroxyfatty 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, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl cellulose, and also 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 in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl
• Bentone® Gel VS-5PC which is a mixture of cyclopentasiloxane, disteardimonium hectorite and propylene carbonate
• Surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride are also suitable.
• Substances such as, for example, lanolin and lecithin, and also 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 under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, luviquat ® (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as amodimethicones, copolymers of adipic acid and Dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with
• Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobomylacrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their crosslinked polyols and their esters, polyols and their polyols , Acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylamino-methyl-acrylate and acrylate-vinyl
• 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.
• 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 release heat again, UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
• 4-aminobenzoic acid derivatives preferably 2-ethyl-hexyl 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-ethylhexyl 2-cyano-3,3-phenylcinnamate (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-1'-hexyloxy) -1, 3,5-triazine and octyl triazone or dioctyl butamido triazone (Uvasorb® HEB);
• benzoylmethane such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione, 4-tert-butyl
• benzoylmethane such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione, 4-tert-butyl
• typical UV-A filters -4'-methoxydibenzoyl-methane (Parsol® 1789), 1-phenyl-3- (4'-isopropylphenyl) propane-1, 3-dione and enamine compounds.
• the UV-A and UV-B filters can of course also be used in mixtures.
• Particularly favorable combinations consist of the derivatives of benzoylmethane, e.g.
• 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 dioxide, 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.
• 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-camosine, L-camosine and their derivatives (e.g. anserine) , Carotenoids, carotenes (e.g.
• carotene ß-carotene, lycopene
• chlorogenic acid and their derivatives e.g., dihydroliponic acid
• aurothioglucose e.g., propylthiouracil and other thiols
• thioredoxin glutathione, cysteine, Cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl and glyceryl 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-, heptathioninsulfox) very low tolerable doses (e.g.
• 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.
• ZnO, ZnS ⁇ 4 selenium and its derivatives (e.g. Selenium-methionine), stilbenes and their derivatives (e.g. stilbene oxide, trans-stilbene oxide) and the derivatives suitable according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances.
• selenium and its derivatives e.g. Selenium-methionine
• stilbenes and their derivatives e.g. stilbene oxide, trans-stilbene oxide
• the derivatives suitable according to the invention salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids
• biogenic active substances include tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, (deoxy) ribonucleic acid and its fragmentation products, ⁇ -glucans, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, to understand essential oils, plant extracts such as prunus extract, Bambaranus extract and vitamin complexes.
• 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, calcium ester, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as, for example, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, Adipic acid, A-dipinic acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarboxylic acids and their esters such as citric acid, malic acid, tartaric acid or tartaric acid diethyl ester, and zinc glycinate.
• sterolsulfates or phosphates such as, for example, lanosterol, cholesterol, calcium ester, stigmasterol and sitosterol sulfate or phosphate
• dicarboxylic acids and their esters such as, for
• 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. Perfume oils or perfume oils act as odor maskers, which, in addition to their function as odor maskers, give the deodorants their respective fragrance note.
• perfume oils are mixtures of natural and synthetic fragrance substances
• natural fragrance substances are extracts of flowers, stems and leaves, fruits, fruit peels, roots, Woods, herbs and grasses, needles and twigs, and 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.
• the ethers include, for example, benzyl ethyl ether
• the aldehydes include, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetal dehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal
• the ketones for example, the joonones and methyl cedryl ketone
• the alcohols Anethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol
• the hydrocarbons mainly include 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, lavender oil and lavender oil.
• Antiperspirants reduce sweat formation by influencing the activity of the eccrine sweat glands and thus counteract armpit wetness and body odor.
• Aqueous or water-free 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 e.g. Aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex compounds e.g. B. with propylene glycol-1, 2nd Aluminum hydroxyallantoinate, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and their complex compounds, e.g. B. with amino acids such as glycine.
• conventional oil-soluble and water-soluble auxiliaries can be present in smaller amounts in antiperspirants.
• Such oil soluble aids can e.g. his:
• water-soluble additives are e.g. Preservatives, water-soluble fragrances, pH adjusting agents, 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.
• Antidandruff agents 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- (IH) -pyridinone monoethanolamine salt), Baypival® (Climbazole), Ketoconazol®, (4-acetyl-1 - ⁇ - 4- [2- (2.4-dichlorophenyl) r-2- (1 H -imidazol-1-ylmetryl) -1, 3-dioxylan-c-4-ylmethoxyphenyl ⁇ piperazine, ketoconazole, elubiol, selenium disulfide, sulfur colloidal , Sulfur polyethylene glycol sorbitan monooleate, sulfur ricinol polyethoxylate, sulfur tar distillates, salicylic acid (or in combination with hexachlorophene), undexylenic acid monoethanolamide sulfosuccinate sodium salt, Lamepon® UD (protein undecylenic acid pyrithione, magnesium
• Montmorillonites, clay minerals, pemules and alkyl-modified carbopol types can serve as swelling agents for aqueous phases.
• N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl butylacetylaminopropionate are suitable as insect repellents
• 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 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. preservative
• Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid, as well as 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 balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax), 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, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexyl benzylatepylpropionate, allyl cyclohexyl propyl pionate.
• the ethers include, for example, benzyl ethyl 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 jonones, ⁇ -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 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, 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. dyes
• the dyes which can be used are those which are suitable and approved for cosmetic purposes. Examples are Kochillerot A (Cl 16255), patent blue V (C.1.42051), indigotine (C.1.73015), chlorophylline (C.1.75810), quinoline yellow (CI47005), titanium dioxide (C.1.77891), indanthrene blue RS (Cl 69800) and madder varnish (CI58000). 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.
• the two reactants are preferably dipped into the reactor, ie below the surface of the reaction mixture, and in the case of the acid chloride from the storage container in or in front of the mixer.
• a circulation pump ensures that the reaction mixture is circulated throughout the reaction, with the mixture being returned immersed in the reactor, ie below the surface of the reaction mixture.
• the reactor is stirred for a further 2 hours at 20 to 25 ° C and then heated to 60 to 80 ° C for a further 2 hours.
• the mixture is then allowed to cool to room temperature and the pH of the reaction mixture is adjusted to approximately 10 by adding dilute hydrochloric acid.
• Then add 220 kg of propylene glycol.
• a 1 kg sample of the product is stored at 5 C for 10 days. After this storage time, the sample is very cloudy and shows approx. 10% sediment.

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