EP1117758B1 - Syndetstückseifen - Google Patents
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- Publication number
- EP1117758B1 EP1117758B1 EP99947414A EP99947414A EP1117758B1 EP 1117758 B1 EP1117758 B1 EP 1117758B1 EP 99947414 A EP99947414 A EP 99947414A EP 99947414 A EP99947414 A EP 99947414A EP 1117758 B1 EP1117758 B1 EP 1117758B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- bar soaps
- contain
- carbon atoms
- syndet bar
- 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.)
- Expired - Lifetime
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
Definitions
- the invention relates to fatty acid-free syndet bar soaps containing alkyl and / or alkenyl oligoglycosides, Olefin sulfonates and starch.
- bar soaps not only have to clean the skin, but also care for it, i.e. a drying out prevent, regrease and offer protection against external influences.
- the soap is particularly skin-friendly, but it should be used nevertheless result in as much and creamy foam as possible and a pleasant feeling on the skin cause.
- bar soap manufacturers are constantly looking for new ingredients, that take this increased profile of requirements into account.
- alkyl glucosides have become more important as new nonionic surfactants because they behave like anionic surfactants in many ways, for example in their foaming power, and at the same time have an extraordinarily high ecological and dermatological compatibility. It was therefore obvious to deal with such surfactants also in connection with bar soaps.
- toilet soaps are known from European patent application EP 0463912 A (Colgate) which contain 1 to 20% by weight of alkyl polyglucosides and preferably 55 to 66% by weight of soap as a structural substance.
- soap bars obtainable according to the teaching of the prior art do not always develop a sufficient amount of foam, moreover also leave foam consistency and in particular the skin feeling to be desired. If free fatty acids are also used as refatting agents, severe corrosion problems can also arise in the production plants.
- the object of the invention was therefore to provide bar soaps that are free from the disadvantages described. It was particularly important to take into account that new bar soap compositions must also be able to be produced on an industrial scale, i.e. that the Compositions, for example, have sufficient but not too high ductility and do not tend to crack during drying.
- bar soaps with improved foaming power have an optimized skin feel in the absence of fatty acids or fatty acid salts, if mixtures of alkyl and / or alkenyl oligoglycosides are used as the surfactant component and olefin sulfonates, preferably in anhydrous form, and starch is used as the builder.
- the Invention includes the knowledge that the mixtures are also excellent for large-scale production of bar soaps, i.e. they are stable when stored in the air, less hygrospopic, deformable and show no cracking when drying.
- Alkyl and alkenyl oligoglycosides are known nonionic surfactants which follow the formula (I) R 1 O- [G] p (I)
- R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
- G is a sugar radical having 5 or 6 carbon atoms
- p is a number from 1 to 10.
- the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
- the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
- the index number p in the general formula ( I ) indicates the degree of oligomerization (DP), ie the distribution of mono- and oligoglycosides, and stands for a number between 1 and 10.
- Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, preference is given to those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and is in particular between 1.2 and 1.4.
- the alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
- the alkyl or alkenyl radical R 1 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms.
- Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and their technical mixtures, which can be obtained as described above.
- Alkyl oligoglucosides based on hardened C 12/14 coconut alcohol with a DP of 1 to 3 are preferred.
- the syndet soaps according to the invention contain anionic surfactants as a further constituent, which can be prepared in a manner known per se.
- olefin sulfonates but preferably ⁇ -olefin sulfonates, can be used, which result when R 2 or R 3 are hydrogen.
- Typical examples of olefin sulfonates used are the sulfonation products which are obtained by treating SO 3 with 1-, 2-butene, 1-, 2-, 3-hexene, 1-, 2-, 3-, 4-octene, 1- , 2-, 3-, 4-, 5-decene, 1-, 2-, 3-, 4-, 5-, 6- dodecene, 1-, 2-, 3-, 4-, 5-, 6- , 7-tetradecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-hexadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7- , 8-, 9-octadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-octadecene, 1-, 2-, 3-, 4-, 5-
- olefin sulfonate is present in the mixture as an alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium, glucammonium, preferably sodium salt.
- olefin sulfonates in aqueous paste preferably at a pH of 7 to 10
- anhydrous products preferably as granules
- wheat and / or corn starch is particularly preferred, which can be used untreated or, preferably, in disrupted, ie partially hydrolyzed, form.
- compounds are prepared from alkyl glucosides, olefin sulfonates and starch by subjecting aqueous slurries of the three components to drying with superheated steam, as is described, for example, in German patent application DE 4340015 A1 (Henkel).
- Nonionic, anionic, cationic and / or amphoteric or amphoteric surfactants can be present as surface-active substances, the proportion of these agents usually being about 50 to 99 and preferably 70 to 90% by weight.
- anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, alkylethersulfonates, glycerolethersulfonates, ⁇ -methylsulfonates, sulfofatty acids, alkylsulfates, fatty alcoholethersulfates, fatty acidethersulfates, hydroxymixedethersulfates, fatty acid sulfates, monoglyl sulfate ethers -sulfosuccinates, mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid fatty
- anionic surfactants contain polyglycol ether chains, these can have a conventional, but preferably a narrow, homolog distribution.
- Typical examples of non-ionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or especially glucoramide acid-based vegetable derivatives, , Polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
- nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
- Typical examples of cationic surfactants are quaternary ammonium compounds and ester quats, 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.
- J.Falbe ed.
- Surfactants in Consumer Products Springer Verlag, Berlin, 1987, pp. 54-124
- J.Falbe ed.
- Catalysts, Tenside und Mineralöladditive , Thieme Verlag, Stuttgart, 1978, pp. 123-217 .
- fatty alcohols and Polyethylene glycol ethers are fatty alcohols and Polyethylene glycol ethers.
- suitable fatty alcohols are lauryl alcohol, myristyl alcohol, Cetearyl alcohol, stearyl alcohol and isostearyl alcohol.
- Suitable polyethylene glycol ethers are those that have an average molecular weight in the range of 5,000 to 20,000 Dalton feature.
- syndet bar soaps according to the invention are practically free of free fatty acids or fatty acid salts, i.e. the content of these substances is below 0.5% by weight. Still deliver Soaps use a surprisingly high amount of a particularly creamy foam and also convey a very pleasant feeling on the skin.
- syndet soaps can also be used as further auxiliaries and additives, oil bodies, emulsifiers, Superfatting agents, consistency enhancers, thickening agents, polymers, silicone compounds, fats, Waxes, stabilizers, biogenic agents, deodorant agents, swelling agents, pigments, antioxidants, Contain preservatives, hydrotropes, perfume oils, dyes and the like.
- Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C 6 -C 22 fatty acids with linear C 6 -C 22 fatty alcohols, esters of branched C 6 -C 13 carboxylic acids are, for example, oil bodies with linear C 6 -C 22 fatty alcohols, esters of linear C 6 -C 22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of hydroxycarboxylic acids with linear or branched C 6 -C 22 fatty alcohols, in particular dioctyl malates, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C 6 -C 10 fatty acids, liquid mono- / di- / triglyceride mixtures based on C 6 -
- Finsolv® TN linear or branched, symmetrical or asymmetrical dialkyl ethers having 6 to 22 carbon atoms per alkyl group, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.
- the adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters as well as sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are mixtures of homologs, the middle of which Degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out.
- C 12/18 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
- C 8/18 alkyl mono- and 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.
- 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-carboxyimide-3-carboxylimide each with 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
- 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
- fatty acid amide derivative known under the CTFA name Cocamidopmpyl Betaine is particularly preferred.
- Suitable emulsifiers are ampholytic surfactants.
- Ampholytic surfactants are surface-active compounds which, in addition to a C 8/18 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and are capable of forming internal salts.
- ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkylsarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 C. Atoms in the alkyl group.
- Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12/18 acylsarcosine.
- quaternary emulsifiers are also suitable, those of the esterquat type, preferably methylquaternized difatty acid triethanolamine ester salts, being particularly preferred.
- 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.
- Suitable consistency agents are primarily fatty alcohols or hydroxyfatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides, fatty acids or hydroxyfatty acids. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
- Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma ), Polyacrylamides, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as sodium chloride and ammonium chloride.
- polysaccharides in particular xanthan gum, guar guar, agar a
- Suitable cationic polymers are, for example, cationic cellulose derivatives, such as, for example, a quaternized hydroxyethyl cellulose, which is available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, Luviquat® (BASF) , Condensation products of polyglycols and amines, quaternized collagen polypeptides, such as, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as, for example, amidomethicones, copolymers of adipic acid and dimethylaminethrine hydroxiaminodiaminodiaminodiaminodiaminodiaminodi (hydroxyl)
- Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobomylacrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, unpainted acrylamide and with polyesters, unprepared acrylamide and acrylate copolymers with unmethylated acrylamide and with unprepared polyacrylamide and acrylates, Copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, vinyl pyrrolidone / dimethylaminoethyl methacrylate
- Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones as well as amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
- suitable volatile silicones can also be found by Todd et al. in Cosm.Toil. 91 , 27 (1976).
- Typical examples of fats are glycerides; waxes include beeswax, camamauba wax, candelilla wax, montan wax, paraffin wax, hydrogenated castor oils, fatty acid esters or microwaxes which are solid at room temperature, optionally in combination with hydrophilic waxes, for example cetylstearyl alcohol or partial glycerides.
- Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate or ricinoleate can be used as stabilizers .
- Biogenic active ingredients are, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes.
- Antiperspirants such as aluminum chlorohydates are suitable as deodorant active ingredients . These are colorless, hygroscopic crystals that easily dissolve in the air and arise when aqueous aluminum chloride solutions are evaporated.
- Aluminum chlorohydrate is used to manufacture antiperspirant and deodorant preparations and is likely to act by partially occluding the sweat glands through protein and / or polysaccharide precipitation [cf. J.Soc.Cosm.Chem. 24 , 281 (1973)].
- an aluminum chlorohydrate that corresponds to the formula (Al 2 (OH) 5 Cl] * 2.5 H 2 O and whose use is particularly preferred is commercially available under the brand Locron® from Hoechst AG, Frankfurt / FRG.
- Di carboxylic acids and their esters such as, for example, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, 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, tartaric acid or tartaric acid.
- Di carboxylic acids and their esters such as, for example, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, 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, tartaric acid or tartaric acid.
- Antibacterial agents that influence the bacterial flora and kill sweat-killing bacteria or inhibit their growth can also be contained in the stick preparations.
- Examples include chitosan, phenoxyethanol and chlorhexidine gluconate.
- 5-Chloro-2- (2,4-dichlorophen-oxy) phenol which is sold under the Irgasan® brand by Ciba-Geigy, Basel / CH, has also proven to be particularly effective.
- Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid, and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
- Finely dispersed metal oxides or salts are suitable as pigments. 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.
- Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
- Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenyl glycinate, allylcyclohexyl benzylatepylpropionate, stally.
- the ethers include, for example, benzyl ethyl ether, the aldehydes, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones, for example, the jonones, ⁇ -isomethylionone and methylcedrenyl ketone, the alcohols Anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams.
- fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, 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.
- the dyes which can be used are the 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 . 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 on the middle - amount.
- the agents can be produced by customary cold or hot processes respectively; the phase inversion temperature method is preferably used.
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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DE19845456A DE19845456A1 (de) | 1998-10-02 | 1998-10-02 | Syndetstückseifen |
DE19845456 | 1998-10-02 | ||
PCT/EP1999/007081 WO2000020551A1 (de) | 1998-10-02 | 1999-09-23 | Syndetstückseifen |
Publications (2)
Publication Number | Publication Date |
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EP1117758A1 EP1117758A1 (de) | 2001-07-25 |
EP1117758B1 true EP1117758B1 (de) | 2003-11-12 |
Family
ID=7883215
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP99947414A Expired - Lifetime EP1117758B1 (de) | 1998-10-02 | 1999-09-23 | Syndetstückseifen |
Country Status (7)
Country | Link |
---|---|
US (1) | US6586379B1 (ja) |
EP (1) | EP1117758B1 (ja) |
JP (1) | JP2002526643A (ja) |
AU (1) | AU6087099A (ja) |
DE (2) | DE19845456A1 (ja) |
ES (1) | ES2211170T3 (ja) |
WO (1) | WO2000020551A1 (ja) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
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GB2502339B (en) | 2012-05-25 | 2018-02-07 | Cosmetic Warriors Ltd | Solid cosmetic composition |
JP6224390B2 (ja) | 2012-09-20 | 2017-11-01 | 花王株式会社 | 内部オレフィンスルホン酸塩組成物及びこれを含有する洗浄剤組成物 |
JP6235843B2 (ja) | 2012-09-20 | 2017-11-22 | 花王株式会社 | 皮膚又は毛髪用洗浄剤組成物 |
JP6300477B2 (ja) | 2012-09-20 | 2018-03-28 | 花王株式会社 | 皮膚又は毛髪用洗浄剤組成物 |
JP6243672B2 (ja) * | 2012-09-20 | 2017-12-06 | 花王株式会社 | 皮膚又は毛髪用洗浄剤組成物 |
JP6235844B2 (ja) | 2012-09-20 | 2017-11-22 | 花王株式会社 | 皮膚又は毛髪用洗浄剤組成物 |
JP2015178466A (ja) * | 2014-03-19 | 2015-10-08 | ロレアル | 内部オレフィンスルホン酸塩及び1種のポリマー懸濁剤を含有する起泡性組成物 |
FR3142667A1 (fr) * | 2022-12-01 | 2024-06-07 | Capsum | Composition solide non pulvérulente comprenant au moins 8% en poids d’agent(s) désintégrant |
Family Cites Families (22)
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DE1165574B (de) | 1960-08-08 | 1964-03-19 | Dehydag Gmbh | Verfahren zur Herstellung von als Emulgiermittel fuer Salbengrundlagen dienenden Mischestern |
DE2024051C3 (de) | 1970-05-16 | 1986-05-07 | Henkel KGaA, 4000 Düsseldorf | Verwendung der Veresterungsprodukte von Glycerin-Äthylenoxid-Addukten mit Fettsäuren als Rückfettungsmittel in kosmetischen Zubereitungen |
LU68901A1 (ja) | 1973-11-30 | 1975-08-20 | ||
US4172887A (en) | 1973-11-30 | 1979-10-30 | L'oreal | Hair conditioning compositions containing crosslinked polyaminopolyamides |
EP0227321B1 (en) | 1985-12-02 | 1994-08-17 | The Procter & Gamble Company | Mild skin cleansing soap bar and method of making |
DE3723826A1 (de) | 1987-07-18 | 1989-01-26 | Henkel Kgaa | Verfahren zur herstellung von alkylglykosiden |
EP0308190B1 (en) | 1987-09-17 | 1994-04-06 | The Procter & Gamble Company | Ultra mild skin cleansing toilet bar with selected mixed polymers |
ES2061668T3 (es) | 1987-09-17 | 1994-12-16 | Procter & Gamble | Barra de tocador para limpieza de la piel con bajo contenido de humedad. |
US5576425A (en) | 1988-10-05 | 1996-11-19 | Henkel Kommanditgesellschaft Auf Aktien | Process for the direct production of alkyl glycosides |
DE3833780A1 (de) | 1988-10-05 | 1990-04-12 | Henkel Kgaa | Verfahren zur direkten herstellung von alkylglykosiden |
AU640786B2 (en) | 1990-06-22 | 1993-09-02 | Colgate-Palmolive Company, The | Toilet soap bar composition with alkyl polyglycoside surfactant |
US5262079A (en) * | 1992-03-20 | 1993-11-16 | The Procter & Gamble Company | Framed neutral pH cleansing bar |
DE4331297A1 (de) | 1993-09-15 | 1995-03-16 | Henkel Kgaa | Stückseifen |
DE4337031C2 (de) | 1993-10-29 | 1995-11-30 | Henkel Kgaa | Stückseifen |
DE4340015C2 (de) | 1993-11-24 | 1996-07-04 | Henkel Kgaa | Verfahren zur Herstellung wasserfreier, rieselfähiger Zuckertensidpulver und deren Verwendung |
US5540854A (en) * | 1995-04-28 | 1996-07-30 | Lever Brothers Company, Division Of Conopco, Inc. | Polyalkylene structured detergent bars comprising organic amide |
US5981452A (en) | 1995-12-04 | 1999-11-09 | Henkel Kommanditgesellschaft Auf Aktien | Syndet soaps comprising alkyl and/or alkenyl oligoglycosides |
DE19545136C1 (de) * | 1995-12-04 | 1997-04-10 | Henkel Kgaa | Syndetstückseifen |
GB2316087A (en) * | 1996-08-06 | 1998-02-18 | Cussons Int Ltd | Lotion bar |
DE19710152C2 (de) | 1997-03-12 | 1999-04-22 | Henkel Kgaa | Verfahren zur Herstellung von Aniontensidgranulaten |
US6300297B1 (en) * | 1997-08-25 | 2001-10-09 | Cognis Deutschland Gmbh | Hard soap containing fatty acid polyglycol ester sulphates |
JP2001514306A (ja) * | 1997-08-25 | 2001-09-11 | コグニス・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 脂肪酸ポリグリコールエステルスルフェート含有合成化粧セッケン |
-
1998
- 1998-10-02 DE DE19845456A patent/DE19845456A1/de not_active Withdrawn
-
1999
- 1999-09-23 DE DE59907746T patent/DE59907746D1/de not_active Expired - Fee Related
- 1999-09-23 WO PCT/EP1999/007081 patent/WO2000020551A1/de active IP Right Grant
- 1999-09-23 EP EP99947414A patent/EP1117758B1/de not_active Expired - Lifetime
- 1999-09-23 AU AU60870/99A patent/AU6087099A/en not_active Abandoned
- 1999-09-23 JP JP2000574650A patent/JP2002526643A/ja not_active Withdrawn
- 1999-09-23 ES ES99947414T patent/ES2211170T3/es not_active Expired - Lifetime
- 1999-09-23 US US09/806,625 patent/US6586379B1/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
DE19845456A1 (de) | 2000-04-06 |
WO2000020551A1 (de) | 2000-04-13 |
EP1117758A1 (de) | 2001-07-25 |
DE59907746D1 (de) | 2003-12-18 |
AU6087099A (en) | 2000-04-26 |
ES2211170T3 (es) | 2004-07-01 |
JP2002526643A (ja) | 2002-08-20 |
US6586379B1 (en) | 2003-07-01 |
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