EP1414881A2 - Thickening agent - Google Patents

Thickening agent

Info

Publication number
EP1414881A2
EP1414881A2 EP01985819A EP01985819A EP1414881A2 EP 1414881 A2 EP1414881 A2 EP 1414881A2 EP 01985819 A EP01985819 A EP 01985819A EP 01985819 A EP01985819 A EP 01985819A EP 1414881 A2 EP1414881 A2 EP 1414881A2
Authority
EP
European Patent Office
Prior art keywords
acid
carbon atoms
independently
oil
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP01985819A
Other languages
German (de)
French (fr)
Inventor
Joaquin Bigorra Llosas
Cristina Amela Conesa
Maria Escoda
Rafael Pi Subirana
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cognis IP Management GmbH
Original Assignee
Cognis IP Management GmbH
Cognis Iberia SL
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Cognis IP Management GmbH, Cognis Iberia SL filed Critical Cognis IP Management GmbH
Publication of EP1414881A2 publication Critical patent/EP1414881A2/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/87Polyurethanes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/2815Monohydroxy compounds
    • C08G18/282Alkanols, cycloalkanols or arylalkanols including terpenealcohols
    • C08G18/2825Alkanols, cycloalkanols or arylalkanols including terpenealcohols having at least 6 carbon atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/2815Monohydroxy compounds
    • C08G18/283Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4833Polyethers containing oxyethylene units
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48Thickener, Thickening system

Definitions

  • the invention is in the field of cosmetics and relates to new polyurethane-based thickeners, a process for their preparation and their use for the production of cosmetic preparations.
  • the setting of the viscosity is of particular importance for the production of cosmetic products.
  • a consumer will only consider and use a cream as a cream if it maintains its high viscosity and external appearance even under adverse conditions, for example when exposed to temperature and long storage.
  • Typical thickeners of the polyacrylate ("carbopole") type do not always meet these requirements.
  • the disadvantage here is that the Esterification must take place at comparatively high temperatures, which can lead to the fact that part of the PEG structure is degraded, resulting in PEG esters with a very heterogeneous distribution of the molecular weight, which has an adverse effect on the thickening properties.
  • the object of the present invention was to provide new thickeners which are free from the disadvantages described.
  • the invention relates to new thickeners of the formula (I) R 1 0 (CH 2 CH 2 ⁇ ) " 1 CONH-X-NHCOO (CH 2 CH 2 0) m CONH-Y-NH-OC (OCH 2 CH 2 ) n2 ⁇ R 2 (I)
  • R 1 and R 2 independently of one another for linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds, nl and n2 in total for 0 or for numbers from 1 to 100, m for Numbers from 4 to 500,
  • R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen or alkyl radicals having 1 to 4 carbon atoms
  • Ph represents an optionally alkyl-substituted phenyl radical and x, al, a2, zl and z2 independently of one another represent 0 or 1.
  • polyurethanes based on fatty alcohol (ethoxylates), diisocyanates and polyethylene glycols are not only comparable in their thickening properties to the known PEG esters, but in some cases even superior, without having the known disadvantages, i.e. since they are produced at significantly lower temperatures, there is no undesired partial degradation of the polyethylene glycol chain.
  • R 1 and R 2 stand for linear, saturated alkyl radicals with 12 to 18 carbon atoms;
  • > nl and n2 mean 0; > m stands for numbers in the range from 100 to 250;
  • the average molecular weight of all polyethylene glycol units contained in the molecule taken together is in the range from 5,000 to 10,000, preferably around 8,000 Daltons;
  • R 3 , R 4 , R 5 and R ⁇ independently of one another represent hydrogen or methyl groups; > x stands for 1 and Ph for a phenyl or toluyl radical.
  • the invention further relates to a process for the preparation of thickeners of the formula (I),
  • R 1 0 (CH 2 CH 2 0) nl CONH-X-NHCOO (CH 2 CH 2 0) m CONH-Y-NH-OC (OCH 2 CH 2 ) n2 ⁇ R 2 (I) in which R 1 and R 2 independently of one another for linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds, nl and n2 in total for 0 or for numbers from 1 to 100, m for Numbers from 4 to 500, and X and Y independently of one another denote alkylene radicals of the formula (II),
  • R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen or alkyl radicals having 1 to 4 carbon atoms
  • Ph represents an optionally alkyl-substituted phenyl radical and x
  • al, a2, zl and z2 independently of one another represent 0 or 1 which fatty alcohols and / or their adducts with ethylene oxide of the formulas (III) and / or (IV)
  • Suitable fatty alcohols are those with 6 to 22, preferably 12 to 18 and in particular 16 to 18 carbon atoms, as there are: capro alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauric alcohol, undecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol , Isostearyl alcohol, oleyl alcohol, linolyl alcohol, linolenyl alcohol, behenyl alcohol and erucyl alcohol and their technical mixtures. Cetyl and stearyl alcohol and their 1: 1 mixture (cetearyl alcohol) are preferably used.
  • their adducts can also have an average of 1 to 50, preferably 10 up to 30 and in particular 15 to 25 moles of ethylene oxide can be used, which can have both a conventionally broad and a narrow homolog distribution.
  • R 3 , R 4 , R 5 and R 6 independently of one another are hydrogen or methyl groups and x is 1 and Ph is a phenyl or toluyl radical.
  • the preferred - because less toxic to handle - diisocyanates thus have an aromatic structure, the position of the substituents being uncritical and essentially depending on the technical availability.
  • tetramethyl xylene, toluene diisocyanate, dicyclohexyl xalmethan-4,4-diisocyanate are used ⁇ or isophorone diisocyanate.
  • the preferred polyethylene glycols have a degree of condensation in the range from 100 to 250.
  • the sum of all polyethylene glycol units contained in the molecule - that is to say including any EO adducts contained in the alcohol component - is in the range from 5,000 to 10,000 and in particular around 8,000 Daltons.
  • the condensation is a known polyurethane formation.
  • Components (a) fatty alcohol (ethoxylate), (b) diisocyanate and (c) polyethylene glycol are usually used in a molar ratio of 2: 2: 1, the amounts used for components (a) and (b) being about can differ in each case 10 mol% in both directions.
  • the reaction is usually carried out at temperatures in the range from 100 to 130, preferably 110 to 120 ° C. until the amount of free isocyanate has dropped below 0.1 mol%. Typical reaction times are 2 to 4 hours.
  • the polyurethane is formed in the presence of transition metal catalysts, especially tin salts and in particular tin tetraalkyl compounds, such as dibutyldi ⁇ auryl tin (IV), which is used in an amount of 0.1 to 2% by weight, based on the starting materials.
  • transition metal catalysts especially tin salts and in particular tin tetraalkyl compounds, such as dibutyldi ⁇ auryl tin (IV), which is used in an amount of 0.1 to 2% by weight, based on the starting materials.
  • the new polyurethanes are highly viscous even in highly dilute aqueous solution and have the property of also thickening those aqueous surfactant solutions which are otherwise difficult to influence in their theological properties.
  • Another object of the invention accordingly relates to the use of condensation products from fatty alcohols or their ethylene oxide adducts, diisocyanates and polyethylene glycols of the formula (I) as thickeners for the production of cosmetic preparations in which they are present in amounts of 0.1 to 10, preferably 0.5 to 5 and in particular 1 to 2% by weight can be contained. If necessary, the viscosity of the aqueous solutions of the condensation products can be reduced again by adding fatty alcohols, for example cetyl alcohol, in amounts of 5 to 10% by weight.
  • Another application and a further object of the invention relates to the use of the polyurethanes as auxiliaries in the extraction of proteins.
  • the thickeners according to the invention can be used to produce cosmetic preparations, such as 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 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 surfactants, oil bodies, emulsifiers, pearlescent waxes, consistency enhancers, additional 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 (depigmenting agents), hydrotropes, solubilizers, preservatives, perfume oils, dyes and the like.
  • Anionic, nonionic, cationic and / or amphoteric or amphoteric surfactants can be present as surface-active substances, the proportion of these agents usually being about 1 to 70, preferably 5 to 50 and in particular 10 to 30% by weight.
  • anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, fatty acid ether sulfates, sulfate ethersulfates, sulfate ethersulfates, sulfate ethersulfate, sulfate ethersulf
  • 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, especially glucoronic acid, or glucoramic acid derivatives, and glucoronic acid nuclei (glucoronic acid) derivatives, in particular, glucoronic acid (G) -glucoronic acid (G) -glucoronic acid (G) -glucoric acid-derived (G) -glucoramic acid-derived (G) -glucoramic acid (G) -glucoric acid-derived (especially
  • 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 esterquats, in particular quaternized fatty acid trialkanolamine ester salts.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds.
  • J.Falbe ed.
  • Surfactants in Consumer Products Springer Verlag, Berlin, 1987, pp. 54-124
  • J.Falbe ed.
  • Catalysts, surfactants and mineral oil additives e.g., Thieme Verlag, Stuttgart, 1978, pp. 123-217.
  • 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 sulfonates, alkyl carboxylamides, alkyl carboxyl acids, ether carboxylic acid amides, ether carboxylic acid amides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxylates or protein fatty acid condensates, the latter preferably based on wheat proteins. oil body
  • esters of linear C 6 -C 22 fatty acids with branched alcohols in particular 2-ethylhexanol
  • esters of C 8 -C 38 alkyl hydroxy carboxylic acids with linear or branched Cs-C ⁇ fatty alcohols see.
  • dioctyl Malate esters of linear and / or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C 6 -C ⁇ 0 fatty acids, liquid mono- / di- / Triglyceride mixtures based on C 6 -C 8 fatty acids, esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular benzoic acid, esters of C 2 -C 2 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 (
  • 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 (eg sorbitol), alkyl glucosides (eg methyl glucoside, butyl glucoside, lauryl glucoside) as well as polyglucosides (eg cellulose) 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 mol of ethylene oxide;
  • Block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
  • 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 corresponds.
  • C ⁇ 2 / ⁇ 8 - fatty acid monoesters and diesters of addition products of ethylene oxide with glycerol are known from DE 2024051 PS 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 bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to about 8 are suitable.
  • the degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
  • Suitable partial glycerides are hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid, Isostearinklarediglycerid, oleic acid monoglyceride, oleic acid diglyceride, Ricinolklaremoglycerid, Ricinolklarediglycerid, Linolklaremonoglycerid, Linolklarediglycerid, Linolenchuremonoglycerid, linolenic acid diglyceride, Erucaklaremonoglycerid, Erucaklakladiglycerid, Weinklaremonoglycerid, Weinkladodiglycerid, Citronenklamonoglycerid, Citronendiglycerid, ⁇ pfelklaklamo- noglycerid, Apfelklarochrediglycerid and their technical mixtures, which may still contain small amounts of triglyceride from the manufacturing process. Addition products of 1 to 30, preferably
  • Sorbitantrierucat Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitansesquihydroxystearat, sorbitan tandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, sesqui- tartrate, Sorbitanditartrat, dimaleate Sorbitantritartrat, Sorbitanmonocitrat, Sorbitansesquicitrat, Sorbitandicitrat, sorbitan, sorbitan, sorbitan, sorbitan, sorbitan and their technical mixtures. Addition products of 1 to 30, preferably 5 to 10, mol of ethylene oxide onto the sorbitan esters mentioned are also suitable.
  • polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® GI 34), polyglyceryl-3 oleates, diisostearoyl polyglyceryl - sostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), PolyglyceryI-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Creophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate
  • 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.
  • Amphoteric 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.
  • Amphoteric 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
  • 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-carboxylm -3-hydroxyethylimidazolines each with 8 to 18 carbon atoms in the
  • Suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are surface-active connects fertilize be understood that / ⁇ addition to a C 8 8 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -S0 3 H group and the formation of internal salts capable of are.
  • 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 .
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci 2 / ⁇ 8 -acylsarcosine.
  • cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methylquaternized 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, for example, 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 fats, fat-like additives also come as additives Substances such as lecithins and phospholipids in question.
  • lecithins are those 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).
  • PC phosphatidylcholines
  • 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 stearate; 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
  • Additional 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, 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 cellulose
  • Bentone® Gel VS-5PC which is a mixture of cyclopentasiloxane, disteardimonium hectorite and propylene carbonate
  • 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 alkyloligoglucosides 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 under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylic amides, quaternized vinylpyrrolidone vinylimidazole polymers, such as, for example, Luviquat® (BASF ), Condensation products of polyglycols and amines, quaternized collagen polypeptides, such as, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as, for example, amodimethicones, copolymers of adipic acid and dimethylaminetetroxamine / dimethylaminetroxine amine (dimethylaminohydroxyamin
  • 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 polyesters and their esters cross-linked polyacrylic acids, acrylamido-propyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methylmethacrylate / tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyramolidone and / or dimethylpyraminoethylamate / methacrylate / methacrylate
  • 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 are both liquid and resinous at room temperature can.
  • 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 al. in Cosm.Toil. 91, 27 (1976).
  • 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.
  • UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
  • 3-benzylidene camphor or 3-benzylidene norcampher and its derivatives for example 3- (4-methylbenzylidene) camphor as described in EP 0693471 B1; > 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-isopropylbenzyl 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 such as 2,4,6-trianilino- (p-carbo-2 ⁇ -ethyl-r-hexyloxy) -l, 3,5-triazine and octyl triazone, as described in EP 0818450 AI or dioctyl butamido triazone (Uvasorb® HEB);
  • Propane-1,3-diones such as 1- (4-tert-butylphenyl) -3- (4 , methoxyphenyl) propane-1,3-dione;
  • Typical UV-A filters are, in particular, derivatives of benzoyl methane such as l- (4, -tert.Butylphenyl) -3- (4-methoxyphenyl) propan-l, 3-dione, 4-tert-butyl -4 ⁇ - methoxydibenzoylmethane (Parsol® 1789), l-phenyl-3- (4 , -isopropylphenyl) 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 benzoylmethane, for example 4-tert-butyl-4 "-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid-2-ethyl-hexyl ester (octocrylene) in combination with Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate and / or propyl 4-methoxycinnamate and / or isoamyl 4-methoxycinnamate.
  • benzoylmethane for example 4-tert-butyl-4 "-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid-2-ethyl-hexyl ester (octocrylene) in combination with Esters of cinnamic acid, preferably 2-ethylhex
  • Such combinations with water-soluble Chen filters such as 2-phenylbenzimidazole-5-sulfonic acid and their alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts combined.
  • 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, i.e. are hydrophilized or hydrophobized.
  • Typical examples are coated tandi oxide, e.g. 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.
  • Other suitable 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.
  • amino acids e.g. glycine, histidine, tyrosine, tryptophan
  • imidazoles e.g. urocanic acid
  • peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g.
  • carotenoids carotenoids
  • carotenes eg ⁇ -carotene, ⁇ -carotene, lycopene
  • chlorogenic acid and their derivatives lipoic acid and their derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiou-racil and other thiols (eg Thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl and glyceryl esters) as well as their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleic acid and
  • 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 substances are 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, pseudo-ceramides, penal ceramides, Plant extracts, such as To understand 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 are sterol sulfates or phosphates, such as, for example, lanosterol, cholesterol, campesteric, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as, for example, glutaric acid, monoethyl glutarate, diethyl glutarate, Adipic acid, adipic 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.
  • dicarboxylic acids and their esters such as, for example, glutaric acid, monoethyl glutarate, diethyl glutarate, Adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic
  • 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 from flowers, stems and leaves, fruits, fruit peels, roots, woods, herbs and Grasses, needles and twigs 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.
  • 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 joonones and methylcedryl ketone
  • the alcohols are anethole, Citronellol, eugenol, isoeugenol,
  • Geraniol, linalool, phenylethyl alcohol and terpineol the hydrocarbons mainly include the terpenes and balsams.
  • perfume oils e.g. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbana oil, labdanum 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 anhydrous formulations of antiperspirants typically contain the following ingredients:
  • Consistency generator > Auxiliaries such as B. thickeners or complexing agents and / or
  • 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 z. B. with propylene glycol-1,2.
  • customary 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.
  • Piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (1H) -pyridinone monoethanolamine salt
  • Baypival® (climbazole), Ketoconazol®, (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-polyoxyethylene, sulfur tar distillates, Salicylic acid (or in combination with hexachlorophene), undexylenic acid monoethanolamide sulfosuccinate sodium salt, Lamepon® UD (protein undecylenic acid condensate), zinc
  • Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
  • 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 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; > technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
  • Methyl compounds such as, in particular, trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; > Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
  • Dialcohol amines such as diethanolamine or 2-amino-l, 3-propanediol.
  • 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 bowls (bergamot, Lemon, oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), woods (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage , Thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and balsams (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, linoline benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexylpropylate propylatepylatepylatepylatepylatepylatepylate.
  • the ethers include, for example, benzyl ethyl ether, the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones, for example, the jonones, ⁇ -isomethyl ionone and methyl cedryl ketone , the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils which are mostly used as aroma components, are also suitable as perfume oils, e.g. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • bergamot oil dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, ⁇ -hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclovertal, lavandin oil, muscatel Sage oil, ß-damascone, geranium oil bourbon, cydohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilllate,
  • Suitable flavors are, for example, peppermint oil, spearmint oil, anise oil, star anise oil, cumin oil, eucalyptus oil, fennel oil, lemon oil, winter green 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), indigo (CI73015), chlorophyllin (CI75810), quinoline yellow (CI47005), titanium dioxide (CI77891), indanthrene blue RS (CI 69800) and madder - lacquer (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. Examples
  • Example 1 Cetyl alcohol, tetramethylxylene diisocyanate and PEG-8000 were placed in a molar ratio of 2: 2: 1 in a laboratory reactor and mixed at 60 ° C. with vigorous stirring. Then 0.25% by weight, based on the starting materials, of dibutyldilauryltin (IV) was added and the temperature was raised to 115.degree. After the amount of free isocyanate had dropped below 0.1 mol%, the reaction was stopped, the mixture was cooled and the condensation product was removed. It was a colorless solid which showed a Brookfield viscosity (20 ° C., 10 rpm) of 1,250 mPas in 1.5% by weight aqueous solution and 9,700 mPas in 2% by weight solution.
  • IV dibutyldilauryltin
  • Example 2 Analogously to Example 1, stearyl alcohol, toluene diisocyanate and PEG-8000 were reacted in a molar ratio of 2: 2: 1. A colorless solid was obtained which showed a Brookfield viscosity (20 ° C., 10 rpm) of 1,200 mPas in 1.5% by weight aqueous solution and 9,300 mPas in 2% by weight solution.
  • Example 3 Analogously to Example 1, cetyl alcohol + 50EO, tetramethylxylene diisocyanate and PEG-6000 were reacted in a molar ratio of 2: 2: 1. A colorless solid was obtained which had a Brookfield viscosity (20 ° C., 10 rpm) of 1,400 mPas in 1.5% by weight aqueous solution and 9,600 mPas in 2% by weight solution.
  • Example 4 Analogously to Example 1, cetyl alcohol and polyethylene glycol with an average molecular weight of 8,000 were mixed in a molar ratio of 2: 1 and at 70 ° C. with vigorous stirring. The mixture was then heated to 115 ° C. and, under reduced pressure, 0.25% by weight of dibutyldilauryl-tin (IV) and such an amount of tetramethylxylene diisocyanate were added so that a molar ratio of alcohol: diisocyanate: polyethylene glycol of 2: 2: 1 set. After the amount of free isocyanate had dropped below 0.1 mol%, the reaction was stopped, the mixture was cooled and the condensation product was removed. It was a colorless solid which had a Brookfield viscosity (20 ° C., 10 rpm) of 1,250 mPas in 1.5% by weight aqueous solution and 9,700 mPas in 2% by weight solution.
  • IV dibutyldilauryl-tin
  • Table 1 below contains a number of formulation examples.

Abstract

The invention relates to novel thickening agents of formula (I), R<1>O(CH2CH2O)n1CONH-X-NHCOO(CH2CH2O)mCONH-Y-NH-OC(OCH2CH2)N2OR<2> (I), wherein R<1> and R<2> independently represent linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and/or between 1 and 3 double bonds, the sum of n1 and n2 is equal to 0 or a number between 1 and 100, and m represents a number between 4 and 500, -[(CH2)z1-CR<3>R<4>]a1-[PH]x-[CR<5>R<6>-(CH2)z2]a2- (II) wherein R<3>, R<4>, R<5>, and R<6> independently represent hydrogen or alkyl radicals having between 1 and 4 carbon atoms, Ph represents an optionally alkyl-substituted phenyl radical and x, a1, a2, z1 and z2 independently represent 0 or 1.

Description

Verdickungsmittelthickener
Gebiet der ErfindungField of the Invention
Die Erfindung befindet sich auf dem Gebiet der Kosmetik und betrifft neue Verdickungsmittel auf Polyurethanbasis, ein Verfahren zu ihrer Herstellung sowie ihre Verwendung zur Herstellung kosmetischer Zubereitungen.The invention is in the field of cosmetics and relates to new polyurethane-based thickeners, a process for their preparation and their use for the production of cosmetic preparations.
Stand der TechnikState of the art
Für die Herstellung kosmetischer Produkte ist die Einstellung der Viskosität von besonderer Bedeutung. Eine Verbraucherin wird eine Creme nur dann als Creme betrachten und verwenden, wenn diese auch unter widrigen Bedingungen, also beispielsweise bei Temperaturbelastung und langer Lagerung, ihre hohe Viskosität und äußeres Erscheinungsbild beibehält. Typische Verdickungsmittel vom Typ der Polyacrylate („Carbopole") erfüllen diese Anforderungen nicht immer, als günstiger haben sich Polymere erwiesen, die sich von Polyethy- lenglycolen (PEG) ableiten, beispielsweise spezielle Diester von hochmolekularen PEG. Von Nachteil hierbei ist jedoch, dass die Veresterung bei vergleichsweise hohen Temperaturen ablaufen muss, was dazu führen kann, dass ein Teil der PEG-Struktur abgebaut wird. In der Folge entstehen PEG-Ester mit einer sehr heterogenen Verteilung des Molekulargewichtes, was sich nachteilig auf die verdickenden Eigenschaften auswirkt.The setting of the viscosity is of particular importance for the production of cosmetic products. A consumer will only consider and use a cream as a cream if it maintains its high viscosity and external appearance even under adverse conditions, for example when exposed to temperature and long storage. Typical thickeners of the polyacrylate ("carbopole") type do not always meet these requirements. Polymers derived from polyethylene glycols (PEG), for example special diesters of high molecular weight PEG, have proven to be cheaper. However, the disadvantage here is that the Esterification must take place at comparatively high temperatures, which can lead to the fact that part of the PEG structure is degraded, resulting in PEG esters with a very heterogeneous distribution of the molecular weight, which has an adverse effect on the thickening properties.
Demzufolge hat die Aufgabe der vorliegenden Erfindung darin bestanden, neue Verdickungsmittel zur Verfügung zu stellen, die frei von den geschilderten Nachteilen sind.Accordingly, the object of the present invention was to provide new thickeners which are free from the disadvantages described.
Beschreibung der ErfindungDescription of the invention
Gegenstand der Erfindung sind neue Verdickungsmittel der Formel (I), R10(CH2CH2θ)„1CONH-X-NHCOO(CH2CH20)mCONH-Y-NH-OC(OCH2CH2)n2θR2 (I)The invention relates to new thickeners of the formula (I) R 1 0 (CH 2 CH 2 θ) " 1 CONH-X-NHCOO (CH 2 CH 2 0) m CONH-Y-NH-OC (OCH 2 CH 2 ) n2 θR 2 (I)
in der R1 und R2 unabhängig voneinander für lineare oder verzweigte, gesättigte oder ungesättigte Alkylreste mit 6 bis 22 Kohlenstoffatomen und 0 und/oder 1 bis 3 Doppelbindungen, nl und n2 in Summe für 0 oder für Zahlen von 1 bis 100, m für Zahlen von 4 bis 500 steht,in which R 1 and R 2 independently of one another for linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds, nl and n2 in total for 0 or for numbers from 1 to 100, m for Numbers from 4 to 500,
-[(CH2)zl-CR3R4]al-[Ph]x-[CR5R6-(CH2)z2]a2- (II)- [(CH 2 ) zl -CR 3 R 4 ] al - [Ph] x - [CR 5 R 6 - (CH 2 ) z2 ] a2 - (II)
in der R3, R4, R5 und R6 unabhängig voneinander für Wasserstoff oder Alkylreste mit 1 bis 4 Kohlenstoffatomen, Ph für einen gegebenenfalls alkylsubsituierten Phenylrest und x, al, a2, zl und z2 unabhängig voneinander für 0 oder 1 stehen.in which R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen or alkyl radicals having 1 to 4 carbon atoms, Ph represents an optionally alkyl-substituted phenyl radical and x, al, a2, zl and z2 independently of one another represent 0 or 1.
Überraschenderweise wurde gefunden, dass Polyurethane auf Basis von Fettalko- hol(ethoxylaten), Diisocyanaten und Polyethylenglycolen in ihren verdickenden Eigenschaften den bekannten PEG-Estern nicht nur vergleichbar, sondern teilweise sogar überlegen sind, ohne dabei die bekannten Nachteile aufzuweisen, d.h. da ihre Herstellung bei deutlich niedrigeren Temperaturen erfolgt, findet ein unerwünschter Teilabbau der Polyethylenglycolkette nicht statt.Surprisingly, it has been found that polyurethanes based on fatty alcohol (ethoxylates), diisocyanates and polyethylene glycols are not only comparable in their thickening properties to the known PEG esters, but in some cases even superior, without having the known disadvantages, i.e. since they are produced at significantly lower temperatures, there is no undesired partial degradation of the polyethylene glycol chain.
Verdickungsmittel mit besonders vorteilhaften Eigenschaften, weisen mindestens eines der folgenden Strukturmerkmale auf:Thickeners with particularly advantageous properties have at least one of the following structural features:
> R1 und R2 stehen für lineare, gesättigte Alkylreste mit 12 bis 18 Kohlenstoffatomen;> R 1 and R 2 stand for linear, saturated alkyl radicals with 12 to 18 carbon atoms;
> nl und n2 bedeuten 0; > m steht für Zahlen im Bereich von 100 bis 250;> nl and n2 mean 0; > m stands for numbers in the range from 100 to 250;
> das mittlere Molekulargewicht aller im Molekül enthaltenen Polyethylenglycoleinheiten liegt zusammengenommen im Bereich von 5.000 bis 10.000, vorzugsweise bei etwa 8.000 Dalton;> The average molecular weight of all polyethylene glycol units contained in the molecule taken together is in the range from 5,000 to 10,000, preferably around 8,000 Daltons;
> R3, R4, R5 und Rδ stehen unabhängig voneinander für Wasserstoff oder Methylgruppen; > x steht für 1 und Ph für einen Phenyl- oder Toluylrest.> R 3 , R 4 , R 5 and R δ independently of one another represent hydrogen or methyl groups; > x stands for 1 and Ph for a phenyl or toluyl radical.
Herstellverfahrenmanufacturing
Ein weiterer Gegenstand der Erfindung betrifft ein Verfahren zur Herstellung von Verdi- ckungsmitteln der Formel (I),The invention further relates to a process for the preparation of thickeners of the formula (I),
R10(CH2CH20)nlCONH-X-NHCOO(CH2CH20)mCONH-Y-NH-OC(OCH2CH2)n2θR2 (I) in der R1 und R2 unabhängig voneinander für lineare oder verzweigte, gesättigte oder ungesättigte Alkylreste mit 6 bis 22 Kohlenstoffatomen und 0 und/oder 1 bis 3 Doppelbindungen, nl und n2 in Summe für 0 oder für Zahlen von 1 bis 100, m für Zahlen von 4 bis 500 steht, sowie X und Y unabhängig voneinander Alkylenreste der Formel (II) bedeuten,R 1 0 (CH 2 CH 2 0) nl CONH-X-NHCOO (CH 2 CH 2 0) m CONH-Y-NH-OC (OCH 2 CH 2 ) n2 θR 2 (I) in which R 1 and R 2 independently of one another for linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds, nl and n2 in total for 0 or for numbers from 1 to 100, m for Numbers from 4 to 500, and X and Y independently of one another denote alkylene radicals of the formula (II),
-[(CH2)zl-CR3R4]al-[Ph]x-[CR5R6-(CH2)z2]a2- (II)- [(CH 2 ) zl -CR 3 R 4 ] al - [Ph] x - [CR 5 R 6 - (CH 2 ) z2 ] a2 - (II)
in der R3, R4, R5 und R6 unabhängig voneinander für Wasserstoff oder Alkylreste mit 1 bis 4 Kohlenstoffatomen, Ph für einen gegebenenfalls alkylsubsituierten Phenylrest und x, al, a2, zl und z2 unabhängig voneinander für 0 oder 1 stehen, bei dem man Fettalkohole und/oder deren Addukte mit Ethylenoxid der Formeln (III) und/oder (IV),in which R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen or alkyl radicals having 1 to 4 carbon atoms, Ph represents an optionally alkyl-substituted phenyl radical and x, al, a2, zl and z2 independently of one another represent 0 or 1 which fatty alcohols and / or their adducts with ethylene oxide of the formulas (III) and / or (IV),
R10(CH2CH20)nlH (III)R 1 0 (CH 2 CH 2 0) nl H (III)
R20(Crl2CH20)„2H (IV)R 2 0 (Crl 2 CH 2 0) " 2 H (IV)
in der R1, R2, nl und n2 die oben genannten Bedeutungen haben, gemeinsam mit Diisocya- naten der Formel (V),in which R 1 , R 2 , nl and n2 have the meanings given above, together with diisocyanates of the formula (V),
OCN-[(CH2)zlCR3R4]a-[Ph]x[CR5R6(CH2)z2]b-NCO (V)OCN - [(CH 2 ) zl CR 3 R 4 ] a - [Ph] x [CR 5 R 6 (CH 2 ) z 2 ] b -NCO (V)
in der R3, R4, R5, R6, Ph, x, al, a2, zl und z2 die oben genannten Bedeutungen haben, und Polyethylenglycolen der Formel (VI),in which R 3 , R 4 , R 5 , R 6 , Ph, x, al, a2, zl and z2 have the meanings given above, and polyethylene glycols of the formula (VI),
HO(CH2CH20)mH (VI)HO (CH 2 CH 2 0) m H (VI)
kondensiert.condensed.
Fettalkohole und FettalkoholethoxylateFatty alcohols and fatty alcohol ethoxylates
Typische Beispiele für geeignete Fettalkohole sind diejenigen mit 6 bis 22, vorzugsweise 12 bis 18 und insbesondere 16 bis 18 Kohlenstoffatome, als da sind: Capronalkohol, Caprylalko- hol, 2-Ethylhexylalkohol, Caprinalkohol, Laurinalkohol, Undecylalkohol, Myristylalkohol, Ce- tylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Linolylalkohol, Linolenylalkohol, Behenylalkohol und Erucylalkohol sowie deren technische Gemische. Vorzugweise werden Cetyl- und Stearylalkohol sowie deren l:l-Mischung (Cetearylalkohol) eingesetzt. Anstelle der Fettalkohole können auch deren Addukte mit durchschnittlich 1 bis 50, vorzugsweise 10 bis 30 und insbesondere 15 bis 25 Mol Ethylenoxid eingesetzt werden, welche sowohl eine konventionell breite als auch eine eingeengte Homologenverteilung aufweisen können.Typical examples of suitable fatty alcohols are those with 6 to 22, preferably 12 to 18 and in particular 16 to 18 carbon atoms, as there are: capro alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauric alcohol, undecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol , Isostearyl alcohol, oleyl alcohol, linolyl alcohol, linolenyl alcohol, behenyl alcohol and erucyl alcohol and their technical mixtures. Cetyl and stearyl alcohol and their 1: 1 mixture (cetearyl alcohol) are preferably used. Instead of the fatty alcohols, their adducts can also have an average of 1 to 50, preferably 10 up to 30 and in particular 15 to 25 moles of ethylene oxide can be used, which can have both a conventionally broad and a narrow homolog distribution.
Diisocyanatediisocyanates
Bei den Diisocyanaten kommen solche vorzugsweise in Betracht, bei denen R3, R4, R5 und R6 stehen unabhängig voneinander für Wasserstoff oder Methylgruppen sowie x für 1 und Ph für einen Phenyl- oder Toluylrest steht. Die bevorzugten - weil in der Handhabung weniger toxischen - Diisocyanate weisen somit eine aromatische Struktur auf, wobei die Stellung der Substituenten unkritisch ist und sich im wesentlichen nach der technischen Verfügbarkeit richtet. Vorzugsweise werden Tetramethylxylendiisocyanat , Toluendiisocyanat, Dicyclohe- xalmethan-4,4Λ-diisocyanat oder Isophorondiisocyanat eingesetzt.In the case of the diisocyanates, preference is given to those in which R 3 , R 4 , R 5 and R 6 independently of one another are hydrogen or methyl groups and x is 1 and Ph is a phenyl or toluyl radical. The preferred - because less toxic to handle - diisocyanates thus have an aromatic structure, the position of the substituents being uncritical and essentially depending on the technical availability. Preferably, tetramethyl xylene, toluene diisocyanate, dicyclohexyl xalmethan-4,4-diisocyanate are used Λ or isophorone diisocyanate.
PolyethylenqlycolePolyethylenqlycole
Die bevorzugten Polyethylenglycole weisen einen Kondensationsgrad im Bereich von 100 bis 250 auf. Für die Verdickungseigenschaften optimal hat es sich erwiesen, wenn die Summe aller im Molekül enthaltenen Polyethylenglycoleinheiten - also einschließlich gegebenenfalls in der Alkoholkomponente enthaltener EO-Addukte - im Bereich von 5.000 bis 10.000 und insbesondere um 8.000 Dalton liegt.The preferred polyethylene glycols have a degree of condensation in the range from 100 to 250. For the thickening properties, it has been found to be optimal if the sum of all polyethylene glycol units contained in the molecule - that is to say including any EO adducts contained in the alcohol component - is in the range from 5,000 to 10,000 and in particular around 8,000 Daltons.
Kondensationcondensation
Bei der Kondensation handelt es sich um eine an sich bekannte Polyurethanbildung. Üblicherweise werden die Komponenten (a) Fettalkohol(ethoxylat), (b) Diisocyanat und (c) Po- lyethylenglycol in einem molaren Verhältnis von 2 : 2 : 1 eingesetzt, wobei die Einsatzmen- gen der Komponenten (a) und (b) um jeweils 10 Mol-% in beide Richtungen abweichen können. Die Reaktion wird gewöhnlich bei Temperaturen im Bereich von 100 bis 130, vorzugsweise 110 bis 120 °C solange durchgeführt, bis die Menge an freiem Isocyanat unter 0,1 Mol-% abgesunken ist. Typische Reaktionszeiten sind dabei 2 bis 4 h. In der Regel erfolgt die Polyurethanbildung in Gegenwart von Übergangsmetallkatalysatoren, speziell Zinnsalzen und insbesondere Zinntetraalkylverbindungen, wie etwa DibutyldiΙauryl-Zinn(IV), welches im Mengen von 0,1 bis 2 Gew.-% - bezogen auf die Ausgangsstoffe - eingesetzt wird. Zur Verlagerung des Reaktionsgleichgewichtes auf die Seite der Produkte empfiehlt es sich ferner, das freiwerdende Kondensationswasser kontinuierlich abzudestillieren. Gewerbliche AnwendbarkeitThe condensation is a known polyurethane formation. Components (a) fatty alcohol (ethoxylate), (b) diisocyanate and (c) polyethylene glycol are usually used in a molar ratio of 2: 2: 1, the amounts used for components (a) and (b) being about can differ in each case 10 mol% in both directions. The reaction is usually carried out at temperatures in the range from 100 to 130, preferably 110 to 120 ° C. until the amount of free isocyanate has dropped below 0.1 mol%. Typical reaction times are 2 to 4 hours. As a rule, the polyurethane is formed in the presence of transition metal catalysts, especially tin salts and in particular tin tetraalkyl compounds, such as dibutyldiΙauryl tin (IV), which is used in an amount of 0.1 to 2% by weight, based on the starting materials. In order to shift the reaction equilibrium to the side of the products, it is also advisable to continuously distill off the water of condensation released. Industrial applicability
Die neuen Polyurethane sind schon in stark verdünnter wäßriger Lösung hochviskos und besitzen die Eigenschaft, auch solche wäßrigen Tensidlösungen zu verdicken, die sich an- sonsten nur schwer in ihren Theologischen Eigenschaften beeinflussen lassen. Ein weiterer Gegenstand der Erfindung betrifft demnach die Verwendung von Kondensationsprodukten aus Fettalkoholen bzw. deren Ethylenoxidaddukten , Diisocyanaten und Polyethylenglycolen nach Formel (I) als Verdickungsmittel zur Herstellung von kosmetischen Zubereitungen, in denen sie in Mengen von 0,1 bis 10, vorzugsweise 0,5 bis 5 und insbesondere 1 bis 2 Gew.- % enthalten sein können. Falls erforderlich kann die Viskosität der wäßrigen Lösungen der Kondensationsprodukte wieder erniedrigt werden, in dem man ihnen Fettalkohole, beispielsweise Cetylalkohol, in Mengen von 5 bis 10 Gew.-% zusetzt. Eine weitere Anwendung und ein weiterer Gegenstand der Erfindung betrifft die Verwendung der Polyurethane als Hilfsmittel bei der Extraktion von Proteinen.The new polyurethanes are highly viscous even in highly dilute aqueous solution and have the property of also thickening those aqueous surfactant solutions which are otherwise difficult to influence in their theological properties. Another object of the invention accordingly relates to the use of condensation products from fatty alcohols or their ethylene oxide adducts, diisocyanates and polyethylene glycols of the formula (I) as thickeners for the production of cosmetic preparations in which they are present in amounts of 0.1 to 10, preferably 0.5 to 5 and in particular 1 to 2% by weight can be contained. If necessary, the viscosity of the aqueous solutions of the condensation products can be reduced again by adding fatty alcohols, for example cetyl alcohol, in amounts of 5 to 10% by weight. Another application and a further object of the invention relates to the use of the polyurethanes as auxiliaries in the extraction of proteins.
Kosmetische ZubereitungenCosmetic preparations
Die erfindungsgemäßen Verdickungsmittel können zur Herstellung von kosmetischen Zube- reitungen, wie beispielsweise Haarshampoos, Haarlotionen, Schaumbäder, Duschbäder, Cremes, Gele, Lotionen, alkoholische und wäßrig/alkoholische Lösungen, Emulsionen, Wachs/ Fett-Massen oder Stiftpräparaten dienen. Diese Mittel können ferner als weitere Hilfs- und Zusatzstoffe milde Tenside, Ölkörper, Emulgatoren, Perlglanzwachse, Konsistenzgeber, zusätzliche Verdickungsmittel, Überfettungsmittel, Stabilisatoren, Polymere, Sili- converbindungen, Fette, Wachse, Lecithine, Phospholipide, biogene Wirkstoffe, UV- Lichtschutzfaktoren, Antioxidantien, Deodorantien, Antitranspirantien, Antischuppenmittel, Filmbildner, Quellmittel, Insektenrepellentien, Selbstbräuner, Tyrosininhibitoren (Depigmen- tierungsmittel), Hydrotrope, Solubilisatoren, Konservierungsmittel, Parfümöle, Farbstoffe und dergleichen enthalten. The thickeners according to the invention can be used to produce cosmetic preparations, such as hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions, emulsions, wax / fat compositions or stick preparations. These agents can also be used as further auxiliaries and additives, mild surfactants, oil bodies, emulsifiers, pearlescent waxes, consistency enhancers, additional 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 (depigmenting agents), hydrotropes, solubilizers, preservatives, perfume oils, dyes and the like.
Tensidesurfactants
Als oberflächenaktive Stoffe können anionische, nichtionische, kationische und/oder ampho- tere bzw. amphotere Tenside enthalten sein, deren Anteil an den Mitteln üblicherweise bei etwa 1 bis 70, vorzugsweise 5 bis 50 und insbesondere 10 bis 30 Gew.-% beträgt. Typische Beispiele für anionische Tenside sind Seifen, Alkylbenzolsulfonate, Alkansulfonate, Olefinsul- fonate, Alkylethersulfonate, Glycerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Fettal koholethersulfate, Glycerinethersulfate, Fettsäureethersulfate, Hy- droxymischethersulfate, Monoglycerid(ether)suIfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, E- thercarbonsäuren und deren Salze, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretau- ride, N-Acylaminosäuren, wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acylaspartate, Alkyloligoglucosidsulfate, Proteinfettsäurekondensate (insbesondere pflanzliche Produkte auf Weizenbasis) und Alkyl(ether)phosphate. Sofern die anionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsäurepolyglycolester, Fett- säureamidpolyglycolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Mischether bzw. Mischformale, gegebenenfalls partiell oxidierte Alk(en)yloligoglykoside bzw. Glucoronsäure- derivate, Fettsäure-N-alkylglucamide, Proteinhydrolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäureester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für ka ionische Tenside sind quartäre Ammoniumverbindungen, wie beispiels- weise das Dimethyldistearylammoniumchlorid, und Esterquats, insbesondere quaternierte Fettsäuretrialkanolaminestersalze. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Aminoglycinate, Imidazo- liniumbetaine und Sulfobetaine. Bei den genannten Tensiden handelt es sich ausschließlich um bekannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf ein- schlägige Übersichtsarbeiten beispielsweise J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, S. 54-124 oder J.Falbe (ed.), "Katalysatoren, Tenside und Mineralöladditive", Thieme Verlag, Stuttgart, 1978, S. 123- 217 verwiesen. Typische Beispiele für besonders geeignete milde, d.h. besonders hautverträgliche Tenside sind Fettalkoholpolyglycolethersulfate, Monoglyceridsulfate, Mono- und/oder Dialkylsulfosuccinate, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Fettsäureglutamate, α-Olefinsulfonate, Ethercarbonsäuren, Alkyloligoglucos.de, Fettsäu- reglucamide, Alkylamidobetaine, Amphoacetale und/oder Proteinfettsäurekondensate, letztere vorzugsweise auf Basis von Weizenproteinen. ÖlkörperAnionic, nonionic, cationic and / or amphoteric or amphoteric surfactants can be present as surface-active substances, the proportion of these agents usually being about 1 to 70, preferably 5 to 50 and in particular 10 to 30% by weight. Typical examples of anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, fatty acid ether sulfates, sulfate ethersulfates, sulfate ethersulfates, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, fatty acid ether sulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, fatty acid ether sulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, sulfate ethersulfate, fatty acid ether sulfates as , Mono- and dialkylsulfosuccinates, mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid tauids, N-acylamino acids, such as, for example, acyl lactylates, acyl glucosate fate (acyl glucosate fate), Wheat-based products) and alkyl (ether) phosphates. If the 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, especially glucoronic acid, or glucoramic acid derivatives, and glucoronic acid nuclei (glucoronic acid) derivatives, in particular, glucoronic acid (G) -glucoronic acid (G) -glucoronic acid (G) -glucoric acid-derived (G) -glucoramic acid-derived (G) -glucoramic acid (G) -glucoric acid-derived (especially glucoric acid) vegetable glucoric acid derivatives Wheat-based products), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of cationic surfactants are quaternary ammonium compounds, such as, for example, dimethyldistearylammonium chloride, and esterquats, in particular quaternized fatty acid trialkanolamine ester salts. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, relevant reviews include, for example, J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), " Catalysts, surfactants and mineral oil additives ", Thieme Verlag, Stuttgart, 1978, pp. 123-217. 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, α-olefin sulfonates, alkyl carboxylamides, alkyl carboxyl acids, ether carboxylic acid amides, ether carboxylic acid amides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxamides, alkyl carboxylates or protein fatty acid condensates, the latter preferably based on wheat proteins. oil body
Als Ölkörper kommen beispielsweise Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren mit li- nearen oder verzweigten Cs-C22-Fettalkoholen bzw. Ester von verzweigten C6-Cι3- Carbonsäuren mit linearen oder verzweigten C6-C22-FettaIkoholen, wie z.B. Myristylmyristat, Myristylpalmitat, Myristylstearat, Myristylisostearat, Myristyloleat, Myristylbehenat, Myristyle- rucat, Cetylmyristat, Cetylpalmitat, Cetylstearat, Cetylisostearat, Cetyloleat, Cetylbehenat, Cetylerucat, Stearylmyristat, Stearylpalmitat, Stearylstearat, Stearylisostearat, Stearyloleat, Stearylbehenat, Stearylerucat, Isostearylmyristat, Isostearylpalmitat, Isostearylstearat, I- sostearylisostearat, Isostearyloleat, Isostearylbehenat, Isostearyloleat, Oleylmyristat, Oleyl- palmitat, Oleylstearat, Oleylisostearat, Oleyloleat, Oleylbehenat, Oleylerucat, Behenylmy- ristat, Behenylpalmitat, Behenylstearat, Behenylisostearat, Behenyloleat, Behenylbehenat, Behenylerucat, Erucylmyristat, Erucylpalmitat, Erucylstearat, Erucylisostearat, Erucyloleat, Erucylbehenat und Erucylerucat. Daneben eignen sich Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von Cι8-C38-Alkylhy- droxycarbonsäuren mit linearen oder verzweigten Cs-C^-Feti-alkoholen (vgl. DE 19756377 AI), insbesondere Dioctyl Malate, Ester von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen (wie z.B. Propylenglycol, Dimerdiol oder Trimertriol) und/oder Guerbetalkoholen, Triglyceride auf Basis C6-Cι0-Fettsäuren, flüssige Mono-/Di- /Triglyceridmischungen auf Basis von C6-Cι8-Fettsäuren, Ester von C6-C22-Fettalkoholen und/oder Guerbetalkoholen mit aromatischen Carbonsäuren, insbesondere Benzoesäure, Ester von C2-Cι2-Dicarbonsäuren mit linearen oder verzweigten Alkoholen mit 1 bis 22 Kohlenstoffatomen oder Polyolen mit 2 bis 10 Kohlenstoffatomen und 2 bis 6 Hydroxylgruppen, pflanzliche Öle, verzweigte primäre Alkohole, substituierte Cyclohexane, lineare und verzweigte C6-C22-Fettalkoholcarbonate, wie z.B. Dicaprylyl Carbonate (Cetiol® CC), Guer- betcarbonate auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 C Atomen, Ester der Benzoesäure mit linearen und/oder verzweigten C6-C22-AIkoholen (z.B. Finsolv® TN), lineare oder verzweigte, symmetrische oder unsymmetrische Dialkylether mit 6 bis 22 Kohlenstoffatomen pro Alkylgruppe, wie z.B. Dicaprylyl Ether (Cetiol® OE), Ringöffnungsprodukte von epoxidierten Fettsäureestern mit Polyolen, Siliconöle (Cydomethicone, Silici- ummethicontypen u.a.) und/oder aliphatische bzw. naphthenische Kohlenwasserstoffe, wie z.B. wie Squalan, Squalen oder Dialkylcyclohexane in Betracht. EmulgatorenGuerbet 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 Cs-C 22 fatty alcohols or esters of branched C 6 - Cι 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 rucate, cetyl myristate, cetyl palmitate, cetyletyl stolate, cetyl stylate stolate, cetyl stearate stearyl, stearyl, Stearylisostearat, stearyl, stearyl, Stearylerucat, isostearyl, isostearyl, Isostearylstearat, I sostearylisostearat, Isostearyloleat, isostearyl behenate, Isostearyloleat, oleyl, oleyl palmitate, oleyl stearate, oleyl isostearate, oleate, ristat Oleylbehenat, oleyl, Behenylmy-, behenyl, Behenyl stearate, behenyl isostearate, Behe nyloleate, behenyl behenate, behenylerucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate and erucyl erucate. In addition, esters of linear C 6 -C 22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of C 8 -C 38 alkyl hydroxy carboxylic acids with linear or branched Cs-C ^ fatty alcohols (see. DE 19756377 AI), in particular dioctyl Malate, esters of linear and / or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C 6 -Cι 0 fatty acids, liquid mono- / di- / Triglyceride mixtures based on C 6 -C 8 fatty acids, esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular benzoic acid, esters of C 2 -C 2 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 (Cetiol® CC), Guerbet carbonates based on fatty alcohols with 6 to 18, preferably 8 to 10 C atoms, esters of benzoic acid with linear and / or branched C 6 -C 22 alcohols (eg Finsolv® TN), linear or branched, symmetrical or asymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, such as dicaprylyl ether (Cetiol® OE), ring opening products of epoxidized fatty acid esters with polyols, silicone oils (cydomethicones, silicon methicone types, etc.) and / or aliphatic or naphthenic hydrocarbons , such as squalane, squalene or dialkylcyclohexanes. emulsifiers
Als Emulgatoren kommen beispielsweise nichtionogene Tenside aus mindestens einer der folgenden Gruppen in Frage:Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:
> Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/ oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen, an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe sowie Alkylamine mit 8 bis 22 Kohlenstoffatomen im Alkylrest; > Alkyl- und/oder Alkenyloligoglykoside mit 8 bis 22 Kohlenstoffatomen im Alk(en)ylrest und deren ethoxylierte Analoga;> Adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms, with alkylphenols with 8 to 15 carbon atoms in the alkyl group and Alkylamines with 8 to 22 carbon atoms in the alkyl radical; > Alkyl and / or alkenyl oligoglycosides with 8 to 22 carbon atoms in the alk (en) yl radical and their ethoxylated analogs;
> Anlagerungsprodukte von 1 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;> Adducts of 1 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;
> Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;> Adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
> Partialester von Glycerin und/oder Sorbitan mit ungesättigten, linearen oder gesättigten, verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid;> Partial esters of glycerol and / or sorbitan with unsaturated, linear or saturated, 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;
> Partialester von Polyglycerin (durchschnittlicher Eigenkondensationsgrad 2 bis 8), Polye- thylenglycol (Molekulargewicht 400 bis 5000), Trimethylolpropan, Pentaerythrit, Zuckeralkoholen (z.B. Sorbit), Alkylglucosiden (z.B. Methylglucosid, Butylglucosid, Laurylgluco- sid) sowie Polyglucosiden (z.B. Cellulose) mit gesättigten und/oder ungesättigten, linearen oder verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethy- lenoxid;> Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (eg sorbitol), alkyl glucosides (eg methyl glucoside, butyl glucoside, lauryl glucoside) as well as polyglucosides (eg cellulose) 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 mol of ethylene oxide;
> Mischester aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol gemäß DE 1165574 PS und/oder Mischester von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyolen, vorzugsweise Glycerin oder Polyglycerin.> Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE 1165574 PS and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol or polyglycerol.
> Mono-, Di- und Trialkylphosphate sowie Mono-, Di- und/oder Tri-PEG-alkylphosphate und deren Salze;> Mono-, di- and trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates and their salts;
> Wollwachsalkohole;> Wool wax alcohols;
> Polysiloxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate;> Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
> Block-Copolymere z.B. Polyethylenglycol-30 Dipolyhydroxystearate;> Block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
> Polymeremulgatoren, z.B. Pemulen-Typen (TR-l,TR-2) von Goodrich; > Polyalkylenglycole sowie> Polymer emulsifiers, e.g. Pemulen types (TR-1, TR-2) from Goodrich; > Polyalkylene glycols as well
> Glycerincarbonat. > Ethylenoxidanlagerunqsprodukte> Glycerine carbonate. > Ethylene oxide addition products
Die Anlagerungsprodukte von Ethylenoxid und/oder von Propylenoxid an Fettalkohole, Fettsäuren, Alkylphenole oder an Ricinusöl stellen bekannte, im Handel erhältliche Pro- dukte dar. Es handelt sich dabei um Homologengemische, deren mittlerer Alkoxy- lierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/ oder Propylenoxid und Substrat, mit denen die Anlagerungsreaktion durchgeführt wird, entspricht. Cι2/ι8- Fettsäuremono- und -diester von Anlagerungsprodukten von Ethylenoxid an Glycerin sind aus DE 2024051 PS als Rückfettungsmittel für kosmetische Zubereitungen be- kannt.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 corresponds. Cι 2 / ι 8 - fatty acid monoesters and diesters of addition products of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
> Alkyl- und/oder Alkenyloligoglykoside> Alkyl and / or alkenyl oligoglycosides
Alkyl- und/oder Alkenyloligoglycoside, ihre Herstellung und ihre Verwendung sind aus dem Stand der Technik bekannt. Ihre Herstellung erfolgt insbesondere durch Umsetzung von Glucose oder Oligosacchariden mit primären Alkoholen mit 8 bis 18 Kohlenstoffatomen. Bezüglich des Glycosidrestes gilt, daß sowohl Monoglycoside, bei denen ein cycli- scher Zuckerrest glycosidisch an den Fettalkohol gebunden ist, als auch oligomere Gly- coside mit einem Oligomerisationsgrad bis vorzugsweise etwa 8 geeignet sind. Der Oli- gomerisierungsgrad ist dabei ein statistischer Mittelwert, dem eine für solche technischen Produkte übliche Homologenverteilung zugrunde liegt.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. With regard to the glycoside residue, both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to about 8 are suitable. The degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
> Partialglyceride> Partial glycerides
Typische Beispiele für geeignete Partialglyceride sind Hydroxystearinsäuremonoglycerid, Hydroxystearinsäurediglycerid, Isostearinsäuremonoglycerid, Isostearinsäurediglycerid, Ölsäuremonoglycerid, Ölsäurediglycerid, Ricinolsäuremoglycerid, Ricinolsäurediglycerid, Linolsäuremonoglycerid, Linolsäurediglycerid, Linolensäuremonoglycerid, Linolensäure- diglycerid, Erucasäuremonoglycerid, Erucasäurediglycerid, Weinsäuremonoglycerid, Weinsäurediglycerid, Citronensäuremonoglycerid, Citronendiglycerid, Äpfelsäuremo- noglycerid, Apfelsäurediglycerid sowie deren technische Gemische, die untergeordnet aus dem Herstellungsprozeß noch geringe Mengen an Triglycerid enthalten können. E- benfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol E- thylenoxid an die genannten Partialglyceride. > SorbitanesterTypical examples of suitable partial glycerides are hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid, Isostearinsäurediglycerid, oleic acid monoglyceride, oleic acid diglyceride, Ricinolsäuremoglycerid, Ricinolsäurediglycerid, Linolsäuremonoglycerid, Linolsäurediglycerid, Linolensäuremonoglycerid, linolenic acid diglyceride, Erucasäuremonoglycerid, Erucasäurediglycerid, Weinsäuremonoglycerid, Weinsäurediglycerid, Citronensäuremonoglycerid, Citronendiglycerid, Äpfelsäuremo- noglycerid, Apfelsäurediglycerid and their technical mixtures, which may still contain small amounts of triglyceride from the manufacturing process. Addition products of 1 to 30, preferably 5 to 10, mol of ethylene oxide onto the partial glycerides mentioned are also suitable. > Sorbitan esters
Als Sorbitanester kommen Sorbitanmonoisostearat, Sorbitansesquiisostearat, Sorbitan- diisostearat, Sorbitantriisostearat, Sorbitanmonooleat, Sorbitansesquioleat, Sorbitan- dioleat, Sorbitantrioleat, Sorbitanmonoerucat, Sorbitansesquierucat, Sorbitandierucat,Sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, sorbitan monoerucate, sorbitan sorbitan sorbierucate, sorbitan
Sorbitantrierucat, Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitansesquihydroxystearat, Sorbi- tandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, Sorbitansesqui- tartrat, Sorbitanditartrat, Sorbitantritartrat, Sorbitanmonocitrat, Sorbitansesquicitrat, Sorbitandicitrat, Sorbitantricitrat, Sorbitanmonomaleat, Sorbitansesquimaleat, Sorbitan- dimaleat, Sorbitantrimaleat sowie deren technische Gemische. Ebenfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol Ethylenoxid an die genannten Sorbitanester.Sorbitantrierucat, Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitansesquihydroxystearat, sorbitan tandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, sesqui- tartrate, Sorbitanditartrat, dimaleate Sorbitantritartrat, Sorbitanmonocitrat, Sorbitansesquicitrat, Sorbitandicitrat, sorbitan, sorbitan, sorbitan, sorbitan, sorbitan and their technical mixtures. Addition products of 1 to 30, preferably 5 to 10, mol of ethylene oxide onto the sorbitan esters mentioned are also suitable.
> Polyglycerinester> Polyglycerol esters
Typische Beispiele für geeignete Polyglycerinester sind Polyglyceryl-2 Dipolyhydroxystea- rate (Dehymuls® PGPH), PolygIycerin-3-Diisostearate (Lameform® TGI), Polyglyceryl-4 Isostearate (Isolan® GI 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Dii- sostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010/90), PolyglyceryI-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Cre- mophor® GS 32) und Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Di- merate Isostearate sowie deren Gemische. Beispiele für weitere geeignete Polyolester sind die gegebenenfalls mit 1 bis 30 Mol Ethylenoxid umgesetzten Mono-, Di- und Triester von Trimethylolpropan oder Pentaerythrit mit Laurinsäure, Kokosfettsäure, Taigfettsäure, Palmitinsäure, Stearinsäure, Ölsäure, Behensäure und dergleichen.Typical examples of suitable polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® GI 34), polyglyceryl-3 oleates, diisostearoyl polyglyceryl - sostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), PolyglyceryI-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Creophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Isostearate and their mixtures. Examples of other suitable polyol esters are 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.
> Anionische Emulgatoren> Anionic emulsifiers
Typische anionische Emulgatoren sind aliphatische Fettsäuren mit 12 bis 22 Kohlenstoffatomen, wie beispielsweise Palmitinsäure, Stearinsäure oder Behensäure, sowie Dicar- bonsäuren mit 12 bis 22 Kohlenstoffatomen, wie beispielsweise Azelainsäure oder Seba- cinsäure. > Amphothere und kationische EmulgatorenTypical 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. > Amphoteric and cationic emulsifiers
Weiterhin können als Emulgatoren zwitterionische Tenside verwendet werden. Als zwitterionische Tenside werden solche oberflächenaktiven Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine Carboxylat- und eine Sulfonatgruppe tragen. Besonders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl-N,N-dimethylammoniumglycinate, beispielsweise das Kokosalkyldimethylammoniumglycinat, N-Acylaminopropyl-N,N-dimethylammonium- glycinate, beispielsweise das Kokosacylaminopropyldimethyl-ammoniumglycinat, und 2- Alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline mit jeweils 8 bis 18 C-Atomen in derZwitterionic 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-carboxylm -3-hydroxyethylimidazolines each with 8 to 18 carbon atoms in the
Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhydroxyethylcarboxymethyl- glycinat. Besonders bevorzugt ist das unter der CTFA-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid-Derivat. Ebenfalls geeignete Emulgatoren sind ampholyti- sche Tenside. Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbin- düngen verstanden, die außer einer C88-Alkyl- oder Acylgruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder -S03H-Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N-Alkylpropion-säuren, N-Alkylaminobuttersäuren, N- Alkyliminodipropionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2-Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkylgruppe.. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropionat und das Ci28-Acylsarcosin. Schließlich kommen auch Kationtenside als Emulgatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methylquaternierte Difettsäu- retriethanolaminester-Salze, besonders bevorzugt sind.Alkyl or acyl group and the coconut acylaminoethyl hydroxyethyl carboxymethyl glycinate. The fatty acid amide derivative known under the CTFA name of Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are surface-active connects fertilize be understood that / ι addition to a C 8 8 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -S0 3 H group and the formation of internal salts capable of are. Examples of suitable 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, cocoacylaminoethylaminopropionate and Ci 2 / ι 8 -acylsarcosine. Finally, cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methylquaternized difatty acid triethanolamine ester salts, being particularly preferred.
Fette und WachseFats and waxes
Typische Beispiele für Fette sind Glyceride, d.h. feste oder flüssige pflanzliche oder tierische Produkte, die im wesentlichen aus gemischten Glycerinestern höherer Fettsäuren bestehen, als Wachse kommen u.a. natürliche Wachse, wie z.B. Candelillawachs, Carnaubawachs, Japanwachs, Espartograswachs, Korkwachs, Guarumawachs, Reiskeimölwachs, Zuckerrohrwachs, Ouricurywachs, Montanwachs, Bienenwachs, Schellackwachs, Walrat, Lanolin (Woll- wachs), Bürzelfett, Ceresin, Ozokerit (Erdwachs), Petrolatum, Paraffinwachse, Mikrowachse; chemisch modifizierte Wachse (Hartwachse), wie z.B. Montanesterwachse, Sasolwachse, hydrierte Jojobawachse sowie synthetische Wachse, wie z.B. Polyalkylenwachse und Polye- thylenglycolwachse in Frage. Neben den Fetten kommen als Zusatzstoffe auch fettähnliche Substanzen, wie Lecithine und Phospholipide in Frage. Unter der Bezeichnung Lecithine versteht der Fachmann diejenigen Glycero-Phospholipide, die sich aus Fettsäuren, Glycerin, Phosphorsäure und Cholin durch Veresterung bilden. Lecithine werden in der Fachwelt daher auch häufig als Phosphatidylcholine (PC). Als Beispiele für natürliche Lecithine seien die Kephaline genannt, die auch als Phosphatidsäuren bezeichnet werden und Derivate der 1,2- Diacyl-sn-glycerin-3-phosphorsäuren darstellen. Dem gegenüber versteht man unter Phospholipiden gewöhnlich Mono- und vorzugsweise Diester der Phosphorsäure mit Glycerin (Glycerinphosphate), die allgemein zu den Fetten gerechnet werden. Daneben kommen auch Sphingosine bzw. Sphingolipide in Frage.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, for example, montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as, for example, polyalkylene waxes and polyethylene glycol waxes. In addition to fats, fat-like additives also come as additives Substances such as lecithins and phospholipids in question. The person skilled in the art understands the term lecithins as those 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. In contrast, phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats. In addition, sphingosines or sphingolipids are also suitable.
Perlglanzwachsepearlescent
Als Perlglanzwachse kommen beispielsweise in Frage: Alkylenglycolester, speziell Ethylengly- coldistearat; Fettsäurealkanolamide, speziell Kokosfettsäurediethanolamid; Partialglyceride, speziell Stearinsäuremonoglycerid; Ester von mehrwertigen, gegebenenfalls hydroxy- substituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen, speziell lang- kettige Ester der Weinsäure; Fettstoffe, wie beispielsweise Fettalkohole, Fettketone, Fettaldehyde, Fettether und Fettcarbonate, die in Summe mindestens 24 Kohlenstoffatome auf- weisen, speziell Lauron und Distearylether; Fettsäuren wie Stearinsäure, Hydroxystearinsäu- re oder Behensäure, Ringöffnungsprodukte von Olefinepoxiden mit 12 bis 22 Kohlenstoffatomen mit Fettalkoholen mit 12 bis 22 Kohlenstoffatomen und/oder Polyolen mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen sowie deren Mischungen.Pearlescent waxes, for example, are: alkylene glycol esters, especially ethylene glycol stearate; 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 and 2 to 10 hydroxyl groups and mixtures thereof.
Konsistenzgener und zusätzliche VerdickungsmittelConsistency generator and additional thickeners
Als zusätzliche Konsistenzgeber kommen in erster Linie Fettalkohole oder Hydroxyfettalko- hole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und daneben Partialglyce- ride, Fettsäuren oder Hydroxyfettsäuren in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Aerosil-Typen (hydrophile Kieselsäuren), Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethyl- und Hydroxypropylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, Polyacrylate, (z.B. Carbopole® und Pemulen-Typen von Goodrich; Synthalene® von Sigma; Keltrol-Typen von Kelco; Sepigel-Typen von Seppic; Salcare-Typen von Allied Colloids), Polyacrylamide, Polymere, Polyvinylalkohol und Polyvinylpyrrolidon. Als besonders wirkungsvoll haben sich auch Bentonite, wie z.B. Bentone® Gel VS-5PC (Rheox) erwiesen, bei dem es sich um eine Mischung aus Cyclopentasiloxan, Disteardimonium Hectorit und Propylencarbonat handelt. Weiter in Frage kommen Tenside, wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkylo- ligoglucoside sowie Elektrolyte wie Kochsalz und Ammoniumchlorid.Additional 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, 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. As special Bentonites such as Bentone® Gel VS-5PC (Rheox), which is a mixture of cyclopentasiloxane, disteardimonium hectorite and propylene carbonate, have also proven 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 alkyloligoglucosides and electrolytes such as sodium chloride and ammonium chloride are also suitable.
Überfettungsmittelsuperfatting
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie polyethoxylierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monogly- ceride und Fettsäurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen.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.
Stabilisatorenstabilizers
Als Stabilisatoren können Metallsalze von Fettsäuren, wie z.B. Magnesium-, Aluminium- und/oder Zinkstearat bzw. -ricinoleat eingesetzt werden.Metal salts of fatty acids, such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate are used.
Polymerepolymers
Geeignete kationische Polymere sind beispielsweise kationische Cellulosederivate, wie z.B. eine quaternierte Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400® von Amerchol erhältlich ist, kationische Stärke, Copolymere von Diallylammoniumsalzen und Ac- rylamiden, quaternierte Vinylpyrrolidon Vinylimidazol-Polymere, wie z.B. Luviquat® (BASF), Kondensationsprodukte von Polyglycolen und Aminen, quaternierte Kollagenpolypeptide, wie beispielsweise Lauryldimonium Hydroxypropyl Hydrolyzed Collagen (Lamequat®L/Grünau), quaternierte Weizenpolypeptide, Polyethylenimin, kationische Siliconpolymere, wie z.B. Amo- dimethicone, Copolymere der Adipinsäure und Dimethylaminohydroxypropyldiethylentriamin (Cartaretine®/Sandoz), Copolymere der Acrylsäure mit Dimethyldiallylammoniumchlorid (Merquat® 550/Chemviron), Polyaminopolyamide, wie z.B. beschrieben in der FR 2252840 A sowie deren vernetzte wasserlöslichen Polymere, kationische Chitinderivate wie beispielsweise quaterniertes Chitosan, gegebenenfalls mikrokristallin verteilt, Kondensationsprodukte aus Dihalogenalkylen, wie z.B. Dibrombutan mit Bisdialkylaminen, wie z.B. Bis- Dimethylamino-l,3-propan, kationischer Guar-Gum, wie z.B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 der Firma Celanese, quaternierte Ammoniumsalz-Polymere, wie z.B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 der Firma Miranol.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 acrylic amides, quaternized vinylpyrrolidone vinylimidazole polymers, such as, for example, Luviquat® (BASF ), Condensation products of polyglycols and amines, quaternized collagen polypeptides, such as, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as, for example, amodimethicones, copolymers of adipic acid and dimethylaminetetroxamine / dimethylaminetroxine amine (dimethylaminohydroxyamin) , Copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, as described for example in FR 2252840 A, and their crosslinked water-soluble polymers, cationic chitin derivatives such as, for example, quaternized chitos on, optionally microcrystalline, condensation products from dihaloalkylene, such as dibromobutane with bisdialkylamines, such as bis-dimethylamino-1,3-propane, cationic guar gum, such as Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers, such as Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
Als anionische, zwitterionische, amphotere und nichtionische Polymere kommen beispielswei- se Vinylacetat/Crotonsäure-Copolymere, Vinylpyrrolidon/Vinylacrylat-Copolymere, Vinylace- tat/Butylmaleat/ Isobornylacrylat-Copolymere, Methylvinylether/Maleinsäureanhydrid-Copoly- mere und deren Ester, unvernetzte und mit Polyolen vernetzte Polyacrylsäuren, Acrylamido- propyltrimethylammoniumchlorid/ Acrylat-Copolymere, Octylacrylamid/Methylmeth-acry- lat/tert.Butylaminoethylmethacrylat/2-Hydroxypropylmethacrylat-Copolymere, Polyvinylpyr- rolidon, Vinylpyrrolidon/Vinylacetat-Copolymere, Vinylpyrrolidon/ Dimethylaminoethyl- methacrylat Vinylcaprolactam-Terpolymere sowie gegebenenfalls derivatisierte Celluloseether und Silicone in Frage. Weitere geeignete Polymere und Verdickungsmittel sind in Cosm.Toil. 108. 95 (1993) aufgeführt.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 polyesters and their esters cross-linked polyacrylic acids, acrylamido-propyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methylmethacrylate / tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyramolidone and / or dimethylpyraminoethylamate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / methacrylate / polyacrylate / methacrylate as possible Cellulose ethers and silicones in question. Other suitable polymers and thickeners are in Cosm.Toil. 108, 95 (1993).
SiliconverbindunqenSilicone Compounds
Geeignete Siliconverbindungen sind beispielsweise Dimethylpolysiloxane, Methylphenylpoly- siloxane, cyclische Silicone sowie amino-, fettsäure-, alkohol-, polyether-, epoxy-, fluor-, gly- kosid- und/oder alkylmodifizierte Siliconverbindungen, die bei Raumtemperatur sowohl flüssig als auch harzförmig vorliegen können. Weiterhin geeignet sind Simethicone, bei denen es sich um Mischungen aus Dimethiconen mit einer durchschnittlichen Kettenlänge von 200 bis 300 Dimethylsiloxan-Einheiten und hydrierten Silicaten handelt. Eine detaillierte Übersicht über geeignete flüchtige Silicone findet sich zudem von Todd et al. in Cosm.Toil. 91, 27 (1976).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 are both liquid and resinous at room temperature can. 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 al. in Cosm.Toil. 91, 27 (1976).
UV-Lichtschutzfilter und AntioxidantienUV light protection filters and antioxidants
Unter UV-Lichtschutzfaktoren sind beispielsweise bei Raumtemperatur flüssig oder kristallin vorliegende organische Substanzen (Lichtschutzfilter) zu verstehen, die in der Lage sind, ultraviolette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z.B. Wärme wieder abzugeben. UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z.B. zu nennen: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. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
> 3-Benzylidencampher bzw. 3-BenzyIidennorcampher und dessen Derivate, z.B. 3-(4- Methylbenzyliden)campher wie in der EP 0693471 Bl beschrieben; > 4-Aminobenzoesäurederivate, vorzugsweise 4-(Dimethylamino)benzoesäure-2-ethyl- hexylester, 4-(Dimethylamino)benzoesäure-2-octylester und 4-(Dimethylamino)benzoe- säureamylester;> 3-benzylidene camphor or 3-benzylidene norcampher and its derivatives, for example 3- (4-methylbenzylidene) camphor as described in EP 0693471 B1; > 4-aminobenzoic acid derivatives, preferably 2-ethyl-hexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
> Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxy- zimtsäurepropylester, 4-Methoxyzimtsäureisoamylester 2-Cyano-3,3-phenylzimtsäure-2- ethylhexylester (Octocrylene);> Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, propyl 4-methoxycinnamate, isoamyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3,3-phenylcinnamate (octocrylene);
> Ester der Salicylsäure, vorzugsweise Salicylsäure-2-ethylhexylester, Salicylsäure-4-iso- propylbenzylester, Salicylsäurehomomenthylester;> Esters of salicylic acid, preferably salicylic acid 2-ethylhexyl ester, salicylic acid 4-isopropylbenzyl ester, salicylic acid homomethyl ester;
> Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2- Hydroxy-4-methoxy-4Λ-methylbenzophenon, 2,2Λ-Dihydroxy-4-methoxybenzophenon;> Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4 Λ -methylbenzophenone, 2,2 Λ -dihydroxy-4-methoxybenzophenone;
> Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzmalonsäuredi-2-ethylhexyl- ester;> Esters of benzalmalonic acid, preferably 4-methoxybenzmalonic acid di-2-ethylhexyl ester;
> Triazinderivate, wie z.B. 2,4,6-Trianilino-(p-carbo-2Λ-ethyl-r-hexyloxy)-l,3,5-triazin und Octyl Triazon, wie in der EP 0818450 AI beschrieben oder Dioctyl Butamido Triazone (Uvasorb® HEB);> Triazine derivatives, such as 2,4,6-trianilino- (p-carbo-2 Λ -ethyl-r-hexyloxy) -l, 3,5-triazine and octyl triazone, as described in EP 0818450 AI or dioctyl butamido triazone (Uvasorb® HEB);
> Propan-l,3-dione, wie z.B. l-(4-tert.ButylphenyI)-3-(4,methoxyphenyl)propan-l,3-dion;> Propane-1,3-diones, such as 1- (4-tert-butylphenyl) -3- (4 , methoxyphenyl) propane-1,3-dione;
> Ketotricyclo(5.2.1.0)decan-Derivate, wie in der EP 0694521 Bl beschrieben.> Ketotricyclo (5.2.1.0) decane derivatives, as described in EP 0694521 B1.
Als wasserlösliche Substanzen kommen in Frage:Possible water-soluble substances are:
> 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylam- monium-, Alkanolammonium- und Glucammoniumsalze;> 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts;
> Sulfonsäurederivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzo- phenon-5-sulfonsäure und ihre Salze; > Sulfonsäurederivate des 3-BenzyIidencamphers, wie z.B. 4-(2-Oxo-3-bornylidenme- thyl)benzolsuIfonsäure und 2-Methyl-5-(2-oxo-3-bornyliden)sulfonsäure und deren Salze.> Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts; > Sulfonic acid derivatives of 3-benzylidene camphor, e.g. 4- (2-oxo-3-bornylidene-methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.
Als typische UV-A-Filter kommen insbesondere Derivate des Benzoylmethans in Frage, wie beispielsweise l-(4,-tert.Butylphenyl)-3-(4,-methoxyphenyl)propan-l,3-dion, 4-tert.-Butyl-4λ- methoxydibenzoylmethan (Parsol® 1789), l-Phenyl-3-(4,-isopropylphenyl)-propan-l,3-dion sowie Enaminverbindungen, wie beschrieben in der DE 19712033 AI (BASF). Die UV-A und UV-B-Filter können selbstverständlich auch in Mischungen eingesetzt werden. Besonders günstige Kombinationen bestehen aus den Derivate des Benzoylmethans,, z.B. 4-tert.-Butyl- 4"-methoxydibenzoyImethan (Parsol® 1789) und 2-Cyano-3,3-phenylzimtsäure-2-ethyl- hexylester (Octocrylene) in Kombination mit Ester der Zimtsäure, vorzugsweise 4- Methoxyzimtsäure-2-ethylhexyIester und/oder 4-Methoxyzimtsäurepropylester und/oder 4- Methoxyzimtsäureisoamylester. Vorteilhaft werden derartige Kombinationen mit wasserlösli- chen Filtern wie z.B. 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsalze kombiniert.Typical UV-A filters are, in particular, derivatives of benzoyl methane such as l- (4, -tert.Butylphenyl) -3- (4-methoxyphenyl) propan-l, 3-dione, 4-tert-butyl -4 λ - methoxydibenzoylmethane (Parsol® 1789), l-phenyl-3- (4 , -isopropylphenyl) 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 benzoylmethane, for example 4-tert-butyl-4 "-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid-2-ethyl-hexyl ester (octocrylene) in combination with Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate and / or propyl 4-methoxycinnamate and / or isoamyl 4-methoxycinnamate. Such combinations with water-soluble Chen filters such as 2-phenylbenzimidazole-5-sulfonic acid and their alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts combined.
Neben den genannten löslichen Stoffen kommen für diesen Zweck auch unlösliche Licht- schutzpigmente, nämlich feindisperse Metalloxide bzw. Salze in Frage. Beispiele für geeignete Metalloxide sind insbesondere Zinkoxid und Titandioxid und daneben Oxide des Eisens, Zirkoniums, Siliciums, Mangans, Aluminiums und Cers sowie deren Gemische. Als Salze können Silicate (Talk), Bariumsulfat oder Zinkstearat eingesetzt werden. Die Oxide und Salze werden in Form der Pigmente für hautpflegende und hautschützende Emulsionen und deko- rative Kosmetik verwendet. Die Partikel sollten dabei einen mittleren Durchmesser von weniger als 100 nm, vorzugsweise zwischen 5 und 50 nm und insbesondere zwischen 15 und 30 nm aufweisen. Sie können eine sphärische Form aufweisen, es können jedoch auch solche Partikel zum Einsatz kommen, die eine ellipsoide oder in sonstiger Weise von der sphärischen Gestalt abweichende Form besitzen. Die Pigmente können auch oberflächenbehandelt, d.h. hydrophilisiert oder hydrophobiert vorliegen. Typische Beispiele sind gecoatete Tϊtandi- oxide, wie z.B. Titandioxid T 805 (Degussa) oder Eusolex® T2000 (Merck). Als hydrophobe Coatingmittel kommen dabei vor allem Silicone und dabei speziell Trialkoxyoctylsilane oder Simethicone in Frage. In Sonnenschutzmitteln werden bevorzugt sogenannte Mikro- oder Nanopigmente eingesetzt. Vorzugsweise wird mikronisiertes Zinkoxid verwendet. Weitere geeignete UV-üchtschutzfilter sind der Übersicht von P.Finkel in SÖFW- Journal 122, 543 (1996) sowie Parf.Kosm. 3, 11 (1999) zu entnehmen.In addition to the soluble substances mentioned, insoluble light protection pigments, namely finely dispersed metal oxides or salts, are also suitable for this purpose. Examples of 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. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or a shape which differs from the spherical shape in some other way. The pigments can also be surface treated, i.e. are hydrophilized or hydrophobized. Typical examples are coated tandi oxide, e.g. 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. Other suitable UV protection filters are in the overview by P.Finkel in SÖFW-Journal 122, 543 (1996) and Parf.Kosm. 3, 11 (1999).
Neben den beiden vorgenannten Gruppen primärer Lichtschutzstoffe können auch sekundäre Lichtschutzmittel vom Typ der Antioxidantien eingesetzt werden, die die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV-Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Aminosäuren (z.B. Glycin, Histidin, Tyrosin, Tryp- tophan) und deren Derivate, Imidazole (z.B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Carnosin, D-Carnosin, L-Carnosin und deren Derivate (z.B. Anserin), Carotinoide, Caroti- ne (z.B. α-Carotin, ß-Carotin, Lycopin) und deren Derivate, Chlorogensäure und deren Deri- vate, Liponsäure und deren Derivate (z.B. Dihydroliponsäure), Aurothioglucose, Propylthiou- racil und andere Thiole (z.B. Thioredoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ- Linoleyl-, Cholesteryl- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distea- rylthiodipropionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z.B. Buthioninsulfoximine, Homocysteinsulfoximin, Butioninsulfone, Penta-, Hexa-, Heptathioninsulfoximin) in sehr geringen verträglichen Dosierungen (z.B. pmol bis μmol/kg), ferner (Metall)-Chelatoren (z.B. - Hydroxyfettsäuren, Palmitinsäure, Phytinsäure, Lactoferrin), α-Hydroxysäuren (z.B. Citronen- säure, Milchsäure, Äpfelsäure), Huminsäure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und deren Derivate (z.B. γ- Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Vitamin C und Derivate (z.B. Ascorbylpalmitat, Mg-Ascorbylphosphat, Ascorbylacetat), Tocopherole und Derivate (z.B. Vitamin-E-acetat), Vitamin A und Derivate (Vitamin-A-palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, α-Glycosylrutin, Ferulasäure, Furfurylidenglucitol, Carnosin, Butylhydroxytoluol, Butyl- hydroxyanisol, Nordihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophe- non, Harnsäure und deren Derivate, Mannose und deren Derivate, Superoxid-Dismutase, Zink und dessen Derivate (z.B. ZnO, ZnS04) Selen und dessen Derivate (z.B. Selen- Methionin), Stilbene und deren Derivate (z.B. Stilbenoxid, trans-Stilbenoxid) und die erfin- dungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lϊpide) dieser genannten Wirkstoffe.In addition to the two aforementioned groups of primary light stabilizers, 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 of this 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-carnosine and their derivatives (e.g. Anserine), carotenoids, carotenes (eg α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, lipoic acid and their derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiou-racil and other thiols (eg Thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesteryl and glyceryl esters) as well as their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g. buthionine sulfoximines, homocysteine sulfoximine, butioninsine sulfones, pentathinsine sulfones, pentane insulin sulfones, pentane insulin sulfones, pentane insulin sulfones, pentane insulin sulfones, pentane insulin sulfones, pentane insulin sulfones, pentane insulin sulfones, pentane insulin sulfones, pentinsion sulfones, pentinsion sulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfanes, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsinsulfones, pentinsulfanes, peptides, in very ge wrestle compatible doses (e.g. pmol to μmol / kg), also (metal) chelators (e.g. - hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their Derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) and coniferyl benzoate of benzoin, rutinic acid and their derivatives, α-glycosylrutin, ferulic acid, furfurylidene glucitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajakarzarzäure, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide- 4- derutate (Zinc), Zinc (Zinc), Zn02-Dismutase (Zinc) and its derivatives (for example selenium methionine), stilbenes and their derivatives (for example stilbene oxide, trans-stilbene oxide) and the ge according to the invention suitable derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active ingredients.
Biogene WirkstoffeBiogenic agents
Unter biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherolacetat, Tocopherol- palmitat, Ascorbinsäure, (Desoxy)Ribonucleinsäure und deren Fragmentierungsprodukte, ß- Glucane, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säuren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte, wie z.B. Prunusextrakt, Bam- baranussextrakt und Vitaminkomplexe zu verstehen.Examples of biogenic active substances are tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, (deoxy) ribonucleic acid and its fragmentation products, β-glucans, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudo-ceramides, essentielle ceramides, Plant extracts, such as To understand prunus extract, Bambaranus extract and vitamin complexes.
Deodorantien und keimhemmende MittelDeodorants and germ inhibitors
Kosmetische Deodorantien (Desodorantien) wirken Körpergerüchen entgegen, überdecken oder beseitigen sie. Körpergerüche entstehen durch die Einwirkung von Hautbakterien auf apokrinen Schweiß, wobei unangenehm riechende Abbauprodukte gebildet werden. Dement- sprechend enthalten Deodorantien Wirkstoffe, die als keimhemmende Mittel, Enzyminhibitoren, Geruchsabsorber oder Geruchsüberdecker fungieren.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.
Keimhemmende MittelAnti-germ agents
Als keimhemmende Mittel sind grundsätzlich alle gegen grampositive Bakterien wirksamen Stoffe geeignet, wie z. B. 4-Hydroxybenzoesäure und ihre Salze und Ester, N-(4- ChIorphenyl)-N '-(3,4 dichlorphenyl)harnstoff, 2,4,4 '-Trichlor-2 '-hydroxy-diphenylether (Triclosan), 4-Chlor-3,5-dimethyl-phenol, 2,2'-Methylen-bis(6-brom-4-chlorphenol), 3- Methyl-4-(l-methylethyl)-phenoI, 2-Benzyl-4-chIorphenol, 3-(4-Chlorphenoxy)-l,2- propandiol, 3-Iod-2-propinylbutylcarbamat, Chlorhexidin, 3,4,4 '-Trichlorcarbanilid O C), antibakterielle Riechstoffe, Thymol, Thymianöl, Eugenol, Nelkenöl, Menthol, Min- zöl, Farnesol, Phenoxyethanol, Glycerinmonocaprinat, Glycerinmonocaprylat, Glycerin- monolaurat (GML), Diglycerinmonocaprinat (DMC), Salicylsäure-N-alkylamide wie z. B. Salicylsäure-n-octylamid oder Salicylsäure-n-decylamid.In principle, all substances effective against gram-positive bacteria are suitable as germ-inhibiting agents, such as. B. 4-hydroxybenzoic acid and its salts and esters, N- (4-chlorophenyl) -N '- (3,4 dichlorophenyl) urea, 2,4,4' -Trichlor-2 '-hydroxy-diphenyl ether (Triclosan), 4-chloro-3,5-dimethyl-phenol, 2,2'-methylene-bis (6-bromo-4-chlorophenol), 3-methyl-4- (l-methylethyl) -phenol, 2- benzyl-4-chIorphenol, 3- (4-chlorophenoxy) -l, 2-propanediol, 3-iodo-2-propynyl butylcarbamate, chlorhexidine, 3,4,4 '-Trichlorcarbanilid OC), antibacterial fragrances, thymol, thyme oil, eugenol, Clove oil, menthol, mint oil, farnesol, phenoxyethanol, glycerol monocaprinate, glycerol monocaprylate, glycerol monolaurate (GML), diglycerol monocaprinate (DMC), salicylic acid N-alkylamides such as B. salicylic acid-n-octylamide or salicylic acid-n-decylamide.
> Enzyminhibitoren> Enzyme inhibitors
Als Enzyminhibitoren sind beispielsweise Esteraseinhibitoren geeignet. Hierbei handelt es sich vorzugsweise um Trialkylcitrate wie Trimethylcitrat, Tripropylcitrat, Triisopropyl- citrat, Tributylcitrat und insbesondere Triethylcitrat (Hydagen® CAT). Die Stoffe in- hibieren die Enzymaktivität und reduzieren dadurch die Geruchsbildung. Weitere Stoffe, die als Esteraseinhibitoren in Betracht kommen, sind Sterolsulfate oder -phosphate, wie beispielsweise Lanosterin-, Cholesterin-, Campesterin-, Stigmasterin- und Sitosterin- sulfat bzw -phosphat, Dicarbonsäuren und deren Ester, wie beispielsweise Glutarsäure, Glutarsäuremonoethylester, Glutarsäurediethylester, Adipinsäure, Adipinsäuremono- ethylester, Adipinsäurediethylester, Malonsäure und Malonsäurediethylester, Hydroxy- carbonsäuren und deren Ester wie beispielsweise Citronensäure, Äpfelsäure, Weinsäure oder Weinsäurediethylester, sowie Zinkglycinat.Esterase inhibitors, for example, 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. Further substances which can be considered as esterase inhibitors are sterol sulfates or phosphates, such as, for example, lanosterol, cholesterol, campesteric, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as, for example, glutaric acid, monoethyl glutarate, diethyl glutarate, Adipic acid, adipic 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.
> Geruchsabsorber> Odor absorber
Als Geruchsabsorber eignen sich Stoffe, die geruchsbildende Verbindungen aufnehmen und weitgehend festhalten können. Sie senken den Partialdruck der einzelnen Komponenten und verringern so auch ihre Ausbreitungsgeschwindigkeit. Wichtig ist, daß dabei Parfüms unbeeinträchtigt bleiben müssen. Geruchsabsorber haben keine Wirksamkeit gegen Bakterien. Sie enthalten beispielsweise als Hauptbestandteil ein komplexes Zinksalz der Ricinolsäure oder spezielle, weitgehend geruchsneutrale Duftstoffe, die dem Fachmann als "Fixateure" bekannt sind, wie z. B. Extrakte von Labdanum bzw. Styrax oder bestimmte Abietinsäurederivate. Als Geruchsüberdecker fungieren Riechstoffe oder Parfümöle, die zusätzlich zu ihrer Funktion als Geruchsüberdecker den Deodorantien ihre jeweilige Duftnote verleihen. Als Parfümöle seien beispielsweise genannt Gemische aus natürlichen und synthetischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten, Stengeln und Blättern, Früchten, Fruchtschalen, Wurzeln, Hölzern, Kräutern und Gräsern, Nadeln und Zweigen sowie Harzen und Balsamen. Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z.B. Benzylacetat, p-tert.-Butylcyclohexylacetat, Linalylacetat, Phenylethylacetat, Linalylben- zoat, Benzylformiat, Allylcyclohexylpropionat, Styrallylpropionat und Benzylsalicylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z.B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z.B. die Jo- none und Methylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol,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 from flowers, stems and leaves, fruits, fruit peels, roots, woods, herbs and Grasses, needles and twigs 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. 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 joonones and methylcedryl ketone, and the alcohols are anethole, Citronellol, eugenol, isoeugenol,
Geraniol, Linalool, Phenylethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aromakomponenten ver- wendet werden, eignen sich als Parfümöle, z.B. Salbeiöl, Kamillenöl, Nelkenöl, Melissen- öl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Gal- banumöl, Labdanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydro- myrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedio- ne, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, ß-Damascone, Geraniumöl Bourbon, Cydohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessigsäure, Geranylacetat, Benzylacetat, Rosenoxid, Romilat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.Geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance. Essential oils of lower volatility, which are mostly used as aroma components, are also suitable as perfume oils, e.g. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbana oil, labdanum oil and lavender oil. Bergamot oil, dihydro myrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexyl cinnamaldehyde, geraniol, benzylacetone, cyclamen aldehyde, linalool, boisambrene forte, ambroxan, indole, hedione, sandelice, citric oil, mandarin allyl oil, mandarin allyl oil, orlamine oil, orlamine oil, orlamine oil, orlamine oil, oramino oil, are preferred , Lavandin oil, muscatel sage oil, ß-damascone, geranium oil bourbon, cydohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilate, irotyl and floramate alone or in mixtures used.
Antitranspirantienantiperspirants
Antitranspirantien (Antiperspirantien) reduzieren durch Beeinflussung der Aktivität der ekkrinen Schweißdrüsen die Schweißbildung, und wirken somit Achselnässe und Körpergeruch entgegen. Wässrige oder wasserfreie Formulierungen von Antitranspirantien enthalten typischerweise folgende Inhaltsstoffe:Antiperspirants (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:
> adstringierende Wirkstoffe, > Ölkomponenten,> astringent active ingredients,> oil components,
> nichtionische Emulgatoren,> nonionic emulsifiers,
> Coemulgatoren,> Co-emulsifiers,
> Konsistenzgeber, > Hilfsstoffe wie z. B. Verdicker oder Komplexierungsmittel und/oder> Consistency generator, > Auxiliaries such as B. thickeners or complexing agents and / or
> nichtwässrige Lösungsmittel wie z. B. Ethanol, Propylenglykol und/oder Glycerin.> non-aqueous solvents such as As ethanol, propylene glycol and / or glycerin.
Als adstringierende Antitranspirant-Wirkstoffe eignen sich vor allem Salze des Alumini- ums, Zirkoniums oder des Zinks. Solche geeigneten antihydrotisch wirksamen Wirkstoffe sind z.B. Aluminiumchlorid, Aluminiumchlorhydrat, Aluminiumdichlorhydrat, Aluminium- sesquichlorhydrat und deren Komplexverbindungen z. B. mit Propylenglycol-1,2. Alumi- niumhydroxyallantoinat, Aluminiumchloridtartrat, Aluminium-Zirkonium-Trichlorohydrat, Aluminium-Zirko-nium-tetrachlorohydrat, Aluminium-Zirkonium-pentachlorohydrat und deren Komplexverbindungen z. B. mit Aminosäuren wie Glycin. Daneben können in Antitranspirantien übliche öllösliche und wasserlösliche Hilfsmittel in geringeren Mengen enthalten sein. Solche öllöslichen Hilfsmittel können z.B. sein:Salts of aluminum, zirconium or zinc are particularly suitable as astringent antiperspirant active ingredients. Such suitable antiperspirant active ingredients are e.g. Aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex compounds z. B. with propylene glycol-1,2. 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. In addition, customary oil-soluble and water-soluble auxiliaries can be present in smaller amounts in antiperspirants. Such oil soluble aids can e.g. his:
> entzündungshemmende, hautschützende oder wohlriechende ätherische Öle, > synthetische hautschützende Wirkstoffe und/oder> anti-inflammatory, skin-protecting or fragrant essential oils,> synthetic skin-protecting agents and / or
> öllösliche Parfümöle.> Oil-soluble perfume oils.
Übliche wasserlösliche Zusätze sind z.B. Konservierungsmittel, wasserlösliche Duftstoffe, pH- Wert-Stellmittel, z.B. Puffergemische, wasserlösliche Verdickungsmittel, z.B. wasserlösliche natürliche oder synthetische Polymere wie z.B. Xanthan-Gum, Hydroxyethylcellulose, Polyvi- nylpyrrolidon oder hochmolekulare Polyethylenoxide.Common 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.
Filmbildnerfilm formers
Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quater- niertes Chitosan, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen.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.
AntischuppenwirkstoffeAntidandruff agents
Als Antischuppenwirkstoffe kommen Pirocton Olamin (l-Hydroxy-4-methyl-6-(2,4,4- trimythylpentyl)-2-(lH)-pyridinonmonoethanolaminsalz), Baypival® (Climbazole), Ketocona- zol®, (4-Acetyl-l-{-4-[2-(2.4-dichlorphenyl) r-2-(lH-imidazol-l-ylmethyl)-l,3-dioxylan-c-4- ylmethoxyphenyl}piperazin, Ketoconazol, Elubiol, Selendisulfid, Schwefel kolloidal, Schwefel- polyehtylenglykolsorbitanmonooleat, Schwefelrizinolpolyehtoxylat, Schwfel-teer Destillate, Salicylsäure (bzw. in Kombination mit Hexachlorophen), Undexylensäure Monoethanolamid Sulfosuccinat Na-Salz, Lamepon® UD (Protein-Undecylensäurekondensat), Zinkpyrithion, Aluminiumpyrithion und Magnesiumpyrithion / Dipyrithion-Magnesiumsulfat in Frage.Piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (1H) -pyridinone monoethanolamine salt), Baypival® (climbazole), Ketoconazol®, (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-polyoxyethylene, sulfur tar distillates, Salicylic acid (or in combination with hexachlorophene), undexylenic acid monoethanolamide sulfosuccinate sodium salt, Lamepon® UD (protein undecylenic acid condensate), zinc pyrithione, aluminum pyrithione and magnesium pyrithione / dipyrithione magnesium sulfate in question.
Quellmittelswelling agent
Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineralstoffe, Pemulen sowie alkylmodifizierte Carbopoltypen (Goodrich) dienen. Weitere geeignete Polymere bzw. Quellmittel können der Übersicht von R.Lochhead in Cosm.Toil. 108, 95 (1993) entnommen werden.Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
Insekten-Repellentien, Selbstbräuner und DepigmentierungsmittelRepellents of insects, self-tanners and depigmenting agents
Als Insekten-Repellentien kommen N,N-Diethyl-m-toluamid, 1,2-Pentandiol oder Ethyl Buty- lacetylaminopropionate in Frage. Als Selbstbräuner eignet sich Dihydroxyaceton. Als Tyrosin- hinbitoren, die die Bildung von Melanin verhindern und Anwendung in Depigmen- tierungsmitteln finden, kommen beispielsweise Arbutin, Ferulasäure, Kojisäure, Cumarinsäu- re und Ascorbinsäure (Vitamin C) in Frage.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.
Hydrotropehydrotropes
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope, wie beispielsweise Ethanol, Isopropylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Die Polyole können noch weitere funktioneile Gruppen, insbesondere Aminogruppen, enthalten bzw. mit Stickstoff modifiziert sein. Typische Beispiele sindHydrotropes 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. Typical examples are
> Glycerin;> Glycerin;
> Alkylenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Buty- lenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton; > technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%;> Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons; > technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
> Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethy- lolbutan, Pentaerythrit und Dipentaerythrit; > Niedrigalkylglucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid;> Methyl compounds, such as, in particular, trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; > Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
> Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,> Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
> Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;> Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
> Aminozucker, wie beispielsweise Glucamin;> Aminosugars such as glucamine;
> Dialkoholamine, wie Diethanolamin oder 2-Amino-l,3-propandiol.> Dialcohol amines, such as diethanolamine or 2-amino-l, 3-propanediol.
Konservierungsmittelpreservative
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Parabene, Pentandiol oder Sorbinsäure sowie die unter der Bezeichnung Surfacine® bekannten Silberkomplexe und die in Anlage 6, Teil A und B der Kosmetikverordnung aufgeführten weiteren Stoffklassen.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.
Parfümöle und AromenPerfume oils and flavors
Als Parfümöle seien genannt Gemische aus natürlichen und synthetischen Riechstoffen. Na- türliche Riechstoffe sind Extrakte von Blüten (Lilie, Lavendel, Rosen, Jasmin, Neroli, Ylang- Ylang), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Fruchtschalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Ange- lica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Pinien-, Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemongras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riech- stoffverbindungen vom Typ der Ester sind z.B. Benzylacetat, Phenoxyethylisobutyrat, p-tert.- Butylcyclohexylacetat, Linalylacetat, Dimethylbenzylcarbinylacetat, Phenylethylacetat, Lina- lylbenzoat, Benzylformiat, Ethylmethylphenylglycinat, Allylcyclohexylpropionat, Styrallylpropi- onat und Benzylsalicylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z.B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronel- lyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Keto- nen z.B. die Jonone, α-Isomethylionon und Methylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Phenylethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aromakomponenten verwendet werden, eignen sich als Parfümöle, z.B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Galbanumöl, Labolanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydromyrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, ß-Damascone, Geraniumöl Bourbon, Cydohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessigsäure, Geranylacetat, Benzy- lacetat, Rosenoxid, Romilllat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.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 bowls (bergamot, Lemon, oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), woods (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage , Thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and 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, linoline benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexylpropylate propylatepylatepylatepylatepylatepylate. The ethers include, for example, benzyl ethyl ether, the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones, for example, the jonones, α-isomethyl ionone and methyl cedryl ketone , the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams. However, preference is given to using mixtures of different fragrances which together have an appealing Generate fragrance. Essential oils of low volatility, which are mostly used as aroma components, are also suitable as perfume oils, e.g. 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. Preferably, bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclovertal, lavandin oil, muscatel Sage oil, ß-damascone, geranium oil bourbon, cydohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilllate, irotyl and floramate alone or in mixtures.
Als Aromen kommen beispielsweise Pfefferminzöl, Krauseminzöl, Anisöl, Sternanisöl, Küm- melöl, Eukalyptusöl, Fenchelöl, Citronenöl, Wintergrünöl, Nelkenöl, Menthol und dergleichen in Frage.Suitable flavors are, for example, peppermint oil, spearmint oil, anise oil, star anise oil, cumin oil, eucalyptus oil, fennel oil, lemon oil, winter green oil, clove oil, menthol and the like.
Farbstoffedyes
Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Beispiele sind Kochenillerot A (C.I. 16255), Patentblau V (C.I.42051), Indigotin (C.I.73015), Chlorophyllin (C.I.75810), Chi- nolingelb (C.I.47005), Titandioxid (C.I.77891), Indanthrenblau RS (C.I. 69800) und Krapp- lack (C.I.58000). Als Lumineszenzfarbstoff kann auch Luminol enthalten sein. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.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), indigo (CI73015), chlorophyllin (CI75810), quinoline yellow (CI47005), titanium dioxide (CI77891), indanthrene blue RS (CI 69800) and madder - lacquer (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.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann durch übliche Kalt - oder Heißprozesse erfolgen; vorzugsweise arbeitet man nach der Phaseninversionstemperatur- Methode. BeispieleThe 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
Beispiel 1. In einem Laborreaktor wurden Cetylalkohol, Tetramethylxylendiisocyanat und PEG-8000 im molaren Verhältnis 2 : 2 : 1 vorgelegt und bei 60 °C unter intensivem Rühren vermischt. Anschließend wurden 0,25 Gew.-% - bezogen auf die Ausgangsstoffe - Dibutyl- dilauryl-Zinn(IV) zugesetzt und die Temperatur auf 115 °C angehoben. Nachdem die Menge an freiem Isocyanat unter 0,1 Mol-% abgesunken war, wurde die Reaktion abgebrochen, der Ansatz abgekühlt und das Kondensationsprodukt entnommen. Es handelte sich um einen farblosen Feststoff, der in 1,5 Gew.-%iger wäßriger Lösung eine Viskosität nach Brookfield (20 °C, 10 Upm) von 1.250 mPas und in 2 Gew.-%iger Lösung von 9.700 mPas zeigte.Example 1. Cetyl alcohol, tetramethylxylene diisocyanate and PEG-8000 were placed in a molar ratio of 2: 2: 1 in a laboratory reactor and mixed at 60 ° C. with vigorous stirring. Then 0.25% by weight, based on the starting materials, of dibutyldilauryltin (IV) was added and the temperature was raised to 115.degree. After the amount of free isocyanate had dropped below 0.1 mol%, the reaction was stopped, the mixture was cooled and the condensation product was removed. It was a colorless solid which showed a Brookfield viscosity (20 ° C., 10 rpm) of 1,250 mPas in 1.5% by weight aqueous solution and 9,700 mPas in 2% by weight solution.
Beispiel 2. Analog Beispiel 1 wurden Stearylalkohol, Toluendiisocyanat und PEG-8000 im molaren Verhältnis 2 : 2 : 1 umgesetzt. Erhalten wurde ein farblosen Feststoff, der in 1,5 Gew.-%iger wäßriger Lösung eine Viskosiät nach Brookfield (20 °C, 10 Upm) von 1.200 mPas und in 2 Gew.-%iger Lösung von 9.300 mPas zeigte.Example 2. Analogously to Example 1, stearyl alcohol, toluene diisocyanate and PEG-8000 were reacted in a molar ratio of 2: 2: 1. A colorless solid was obtained which showed a Brookfield viscosity (20 ° C., 10 rpm) of 1,200 mPas in 1.5% by weight aqueous solution and 9,300 mPas in 2% by weight solution.
Beispiel 3. Analog Beispiel 1 wurden Cetylalkohol+50EO, Tetramethylxylendiisocyanat und PEG-6000 im molaren Verhältnis 2 : 2 : 1 umgesetzt. Erhalten wurde ein farblosen Feststoff, der in 1,5 Gew.-%iger wäßriger Lösung eine Viskosität nach Brookfield (20 °C, 10 Upm) von 1.400 mPas und in 2 Gew.-%iger Lösung von 9.600 mPas zeigte.Example 3. Analogously to Example 1, cetyl alcohol + 50EO, tetramethylxylene diisocyanate and PEG-6000 were reacted in a molar ratio of 2: 2: 1. A colorless solid was obtained which had a Brookfield viscosity (20 ° C., 10 rpm) of 1,400 mPas in 1.5% by weight aqueous solution and 9,600 mPas in 2% by weight solution.
Beispiel 4. Analog Beispiel 1 wurden Cetylalkohol und Polyethylenglycol mit einem durchschnittlichen Molekulargewicht von 8.000 im molaren Verhältnis 2 : 1 und bei 70 °C unter intensivem Rühren vermischt. Anschließend wurde die Mischung auf 115 °C erhitzt und bei vermindertem Druck mit 0,25 Gew.-% Dibutyldilauryl-Zinn(IV) sowie einer solchen Menge Tetramethylxylendiisocyanat versetzt, so dass sich ein molares Verhältnis Alkohol : Diisocya- nat : Polyethylenglycol von 2 : 2 : 1 einstellte. Nachdem die Menge an freiem Isocyanat unter 0,1 Mol-% abgesunken war, wurde die Reaktion abgebrochen, der Ansatz abgekühlt und das Kondensationsprodukt entnommen. Es handelte sich um einen farblosen Feststoff, der in 1,5 Gew.-%iger wässriger Lösung eine Viskosität nach Brookfield (20 °C, 10 Upm) von 1.250 mPas und in 2 Gew.-%iger Lösung von 9.700 mPas zeigte.Example 4. Analogously to Example 1, cetyl alcohol and polyethylene glycol with an average molecular weight of 8,000 were mixed in a molar ratio of 2: 1 and at 70 ° C. with vigorous stirring. The mixture was then heated to 115 ° C. and, under reduced pressure, 0.25% by weight of dibutyldilauryl-tin (IV) and such an amount of tetramethylxylene diisocyanate were added so that a molar ratio of alcohol: diisocyanate: polyethylene glycol of 2: 2: 1 set. After the amount of free isocyanate had dropped below 0.1 mol%, the reaction was stopped, the mixture was cooled and the condensation product was removed. It was a colorless solid which had a Brookfield viscosity (20 ° C., 10 rpm) of 1,250 mPas in 1.5% by weight aqueous solution and 9,700 mPas in 2% by weight solution.
In der nachfolgenden Tabelle 1 sind eine Reihe von Formulierungsbeispielen enthalten. Tabelle 1Table 1 below contains a number of formulation examples. Table 1
Kosmetische Zubereitungen (Wasser, Konservierungsmittel ad 100 Gew.-%)Cosmetic preparations (water, preservative ad 100 wt .-%)
(1-5) Schaumbad, (6) Softcreme, (7, 8) Feuchtigkeitsemulsion, (9, 10) Nachtcreme (1-5) bubble bath, (6) soft cream, (7, 8) moisturizing emulsion, (9, 10) night cream

Claims

Patentansprüche claims
1. Verdickungsmittel der Formel (I),1. thickener of the formula (I),
R10(CH2CH2θ)nιCONH-X-NHCOO(CH2CH20)mCONH-Y-NH-OC(OCH2CH2)rl2θR2 (I)R 1 0 (CH 2 CH 2 θ) n ιCONH-X-NHCOO (CH 2 CH 2 0) m CONH-Y-NH-OC (OCH 2 CH 2 ) rl2 θR 2 (I)
in der R1 und R2 unabhängig voneinander für lineare oder verzweigte, gesättigte oder ungesättigte Alkylreste mit 6 bis 22 Kohlenstoffatomen und 0 und/oder 1 bis 3 Doppelbindungen, nl und n2 in Summe für 0 oder für Zahlen von 1 bis 100, m für Zahlen von 4 bis 500 steht,in which R 1 and R 2 independently of one another for linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds, nl and n2 in total for 0 or for numbers from 1 to 100, m for Numbers from 4 to 500,
-[(CH2)zl-CR3R4]al-[Ph]x-[CR5R6-(CH2)z2]a2- (II)- [(CH 2 ) zl -CR 3 R 4 ] al - [Ph] x - [CR 5 R 6 - (CH 2 ) z2 ] a2 - (II)
in der R3, R4, R5 und R6 unabhängig voneinander für Wasserstoff oder Alkylreste mit 1 bis 4 Kohlenstoffatomen, Ph für einen gegebenenfalls alkylsubsituierten Phenylrest und x, al, a2, zl und z2 unabhängig voneinander für 0 oder 1 stehen.in which R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen or alkyl radicals having 1 to 4 carbon atoms, Ph represents an optionally alkyl-substituted phenyl radical and x, al, a2, zl and z2 independently of one another represent 0 or 1.
2. Mittel nach Anspruch 1, dadurch gekennzeichnet/ dass R1 und R2 für lineare, gesättigte Alkylreste mit 12 bis 18 Kohlenstoffatomen stehen.2. Composition according to claim 1, characterized in / that R 1 and R 2 are linear, saturated alkyl having 12 to 18 carbon atoms.
3. Mittel nach den Ansprüchen 1 und/oder 2, dadurch gekennzeichnet/ dass nl und n2 0 bedeuten.3. Means according to claims 1 and / or 2, characterized in / that nl and n2 denote the 0th
4. Mittel nach mindestens einem der Ansprüche 1 bis 3, dadurch gekennzeichnet/ dass m für Zahlen im Bereich von 100 bis 250 steht.4. A composition according to any one of claims 1 to 3, characterized in / that m is a number in the range of 100 to 250 bar.
5. Mittel nach mindestens einem der Ansprüche 1 bis 4, dadurch gekennzeichnet/ dass das mittlere Molekulargewicht aller im Molekül enthaltenen Polyethylenglycoleinheiten zusammengenommen im Bereich von 5000 bis 10.000 Dalton liegt.5. agent is at least one of claims 1 to 4, characterized in / that the average molecular weight of the polyethylene glycol units contained in the molecule, taken together in the range from 5000 to 10,000 Daltons.
6. Mittel nach mindestens einem der Ansprüche 1 bis 5, dadurch gekennzeichnet/ dass R3, R4, R5 und R6 unabhängig voneinander für Wasserstoff oder Methylgruppen stehen.6. A composition according to any one of claims 1 to 5, characterized in / that R 3, R 4, R 5 and R 6 are independently hydrogen or methyl groups.
7. Mittel nach mindestens einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass x für 1 und Ph für einen Phenyl- oder Toluylrest steht. Verfahren zur Herstellung von Verdickungsmitteln der Formel (ϊ),7. Composition according to at least one of claims 1 to 6, characterized in that x represents 1 and Ph represents a phenyl or toluyl radical. Process for the preparation of thickeners of the formula (ϊ),
R1O(CH2CH2O)nιC0NH-X-NHC00(CH2CH20)mC0NH-Y-NH-0C(0CH2CH2)n2OR2 R 1 O (CH 2 CH 2 O) n ιC0NH-X-NHC00 (CH 2 CH 2 0) m C0NH-Y-NH-0C (0CH 2 CH 2 ) n2 OR 2
CDCD
in der R1 und R2 unabhängig voneinander für lineare oder verzweigte, gesättigte oder ungesättigte Alkylreste mit 6 bis 22 Kohlenstoffatomen und 0 und/oder 1 bis 3 Doppelbindungen, nl und n2 in Summe für 0 oder für Zahlen von 1 bis 100, m für Zahlen von 4 bis 500 steht, sowie X und Y unabhängig voneinander Alkylenreste der Formel (II) bedeuten,in which R 1 and R 2 independently of one another for linear or branched, saturated or unsaturated alkyl radicals having 6 to 22 carbon atoms and 0 and / or 1 to 3 double bonds, nl and n2 in total for 0 or for numbers from 1 to 100, m for Numbers from 4 to 500, and X and Y independently of one another denote alkylene radicals of the formula (II),
"[(CH2)zl-CR3R4]al-[Ph]x-[CR5R6-(CH2)z2]a2- (II)"[(CH 2 ) zl -CR 3 R 4 ] al - [Ph] x - [CR 5 R 6 - (CH 2 ) z2 ] a2 - (II)
in der R3, R4, R5 und R6 unabhängig voneinander für Wasserstoff oder Alkylreste mit 1 bis 4 Kohlenstoffatomen, Ph für einen gegebenenfalls alkylsubsituierten Phenylrest und x, al, a2, zl und z2 unabhängig voneinander für 0 oder 1 stehen, bei dem man Fettalkohole und/oder deren Addukte mit Ethylenoxid der Formeln (III) und/oder (IV),in which R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen or alkyl radicals having 1 to 4 carbon atoms, Ph represents an optionally alkyl-substituted phenyl radical and x, al, a2, zl and z2 independently of one another represent 0 or 1 which fatty alcohols and / or their adducts with ethylene oxide of the formulas (III) and / or (IV),
R10(CH2CH20)mH (III)R 1 0 (CH 2 CH 2 0) mH (III)
R20(CH2CH20)n2H (IV)R 2 0 (CH 2 CH 2 0) n2 H (IV)
in der R1, R2, nl und n2 die oben genannten Bedeutungen haben, gemeinsam mit Dii- socyanaten der Formel (V),in which R 1 , R 2 , nl and n2 have the meanings given above, together with diisocyanates of the formula (V),
OCN-[(CH2)zlCR3R ]a-[Ph]x[CR5R6(CH2)z2]b-NCO (V)OCN - [(CH 2 ) zl CR 3 R] a - [Ph] x [CR 5 R 6 (CH 2 ) z2 ] b -NCO (V)
in der R3, R4, R5, R5, Ph, x, al, a2, zl und z2 die oben genannten Bedeutungen haben, und Polyethylenglycolen der Formel (VI),in which R 3 , R 4 , R 5 , R 5 , Ph, x, al, a2, zl and z2 have the meanings given above, and polyethylene glycols of the formula (VI),
HO(CH2CH20)mH (VI)HO (CH 2 CH 2 0) m H (VI)
kondensiert.condensed.
Verwendung von Kondensationsprodukten aus Fettalkoholen bzw. deren Ethylenoxid- addukten , Diisocyanaten und Polyethylenglycolen nach Anspruch 1 als Verdickungsmittel zur Herstellung von kosmetischen Zubereitungen. Verwendung von Kondensationsprodukten aus Fettalkoholen bzw. deren Ethylenoxid- addukten , Diisocyanaten und Polyethylenglycolen nach Anspruch 1 als Hilfsmittel bei der Extraktion von Proteinen. Use of condensation products from fatty alcohols or their ethylene oxide adducts, diisocyanates and polyethylene glycols as claimed in claim 1 as a thickener for the production of cosmetic preparations. Use of condensation products from fatty alcohols or their ethylene oxide adducts, diisocyanates and polyethylene glycols according to claim 1 as an aid in the extraction of proteins.
EP01985819A 2000-11-29 2001-11-20 Thickening agent Withdrawn EP1414881A2 (en)

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