EP1161519A1 - Verfahren zur herstellung von tensidgranulaten - Google Patents
Verfahren zur herstellung von tensidgranulatenInfo
- Publication number
- EP1161519A1 EP1161519A1 EP00914104A EP00914104A EP1161519A1 EP 1161519 A1 EP1161519 A1 EP 1161519A1 EP 00914104 A EP00914104 A EP 00914104A EP 00914104 A EP00914104 A EP 00914104A EP 1161519 A1 EP1161519 A1 EP 1161519A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- surfactant granules
- sulfates
- granules according
- monoglyceride
- 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- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
- A61K8/022—Powders; Compacted Powders
- A61K8/0225—Granulated powders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
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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
- C11D1/16—Sulfonic acids or sulfuric acid esters; Salts thereof derived from divalent or polyvalent alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- 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
- C11D1/37—Mixtures of compounds all of which are anionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
-
- 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
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- 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
-
- 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 the use of special surfactant granules for the production of surface-active agents, preferably detergents and cleaning agents, soaps and oral and dental care agents.
- Solid monoglyceride (ether) su! Fate (DE 19641275 C1) are known from the prior art, which are produced, for example, by drying and simultaneous granulation in the thin layer, in what is known as the “flash dryer”.
- the surfactants produced in this way have inadequate solution properties in detergents and cleaning agents. Accordingly, the object of the present invention was to provide a solid form of supply of monoglyceride (ether) sulfates, which allows preparation with little water and is characterized by an improved dissolving power in washing, rinsing and cleaning agents.
- the invention relates to surfactant granules, obtainable in that 20 to 60 preferably 40 to 50% by weight aqueous pastes containing monoglyceride (ether) sulfates are subjected to drying with simultaneous granulation in the fluidized bed.
- Another object of the invention is the use of these surfactant granules for the production of surface-active agents, preferably oral and dental care agents.
- Monoglyceride sulfates and monoglyceride ether sulfates are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry.
- the usual starting point for their preparation is triglycerides, which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized. It is also possible to react the partial glycerides with suitable sulfating agents, preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP 0561825 B1, EP 0561999 B1 (Henkel)].
- the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE 4204700 A1 (Henkel)].
- Overviews of the chemistry of the monoglyceride sulfates are, for example, by AK Biswas et al. in J.Am.Oil.Chem.Soc. 37, 171 (1960) and FU Ahmed J.Am.Oil.Chem.Soc. 67, 8 (1990).
- the monoglyceride (ether) sulfates to be used in accordance with the invention follow the formula (I) CH 2 0 (CH 2 CH 2 0) x-COR 1
- R 1 CO stands for a linear or branched acyl radical with 6 to 22 carbon atoms, x, y and z in total for 0 or for numbers from 1 to 30, preferably 2 to 10, and X stands for an alkali or alkaline earth metal.
- monoglyceride (ether) sulfates are the reaction products monoglyceride of lauric acid, coconut fatty, palmitic acid, stearic acid monoglyceride, tallow fatty ⁇ lkla- and ethylene oxide adducts thereof with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts.
- Monoglyceride sulfates of the formula (I) are preferably used in which R 1 CO is a linear acyl radical having 8 to 18, preferably 12 to 14 carbon atoms, x, y and z are 0 and X is sodium.
- aqueous pastes are dried and granulated which contain, as further surfactants, fatty alcohol sulfates, sulfosuccinates, olefin sulfonates, alkyl and / or alkenyl oligoglycosides.
- the monoglyceride (ether) sulfate granules can be present in a mixture with granules of fatty alcohol sulfates, sulfosuccinates, olefin sulfonates, alkyl and / or alkenyl oligoglycosides, such as, for example, monoglyceride (ether) sulfate, fatty alcohol sulfate, alkyl and / or alkenyl oligoglycosides.
- Granules granules.
- Fatty alcohol sulfates are to be understood as primary aliphatic alkyl sulfates of the formula (II)
- R 2 is a linear or branched, saturated or unsaturated hydrocarbon radical having 12 to 14 carbon atoms and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
- Fatty alcohol sulfates are known anionic surfactants, which are preferably obtained by sulfating native fatty alcohols or synthetic oxo alcohols and subsequent neutralization can be obtained.
- fatty alcohol sulfates are the sodium salts of sulfation products of lauryl alcohol, isotridecyl alcohol, myristyl alcohol, and their technical mixtures, which are used, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as unsaturated monomer fraction in the fatty alcoholization of dimerization attack.
- Fatty alcohols with 12 to 14 carbon atoms such as for example technical C12 / 14 coconut alcohol sulfates and in particular lauryl alcohol, are preferably used.
- Sulfosuccinates which are also referred to as sulfosuccinic acid esters, are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry. They follow formula (III)
- R 3 is an alkyl and / or alkenyl radical having 6 to 22 carbon atoms
- R 3 is R 4 or X
- m and n independently of one another are 0 or numbers from 1 to 10
- X is an alkali or alkaline earth metal, ammonium, Alkylammonium, alkanolammonium or glucammonium.
- maleic acid but preferably maleic anhydride, which are esterified in the first step with optionally ethoxylated primary alcohols. At this point, the mono / diester ratio can be adjusted by varying the amount of alcohol and the temperature.
- bisulfite is added, which is usually carried out in the solvent methanol.
- Typical examples are sulfosuccinic acid monoesters and / or diesters in the form of their sodium salts which are derived from fatty alcohols having 8 to 18, preferably 8 to 10 or 12 to 14, carbon atoms; the fatty alcohols can be etherified with an average of 1 to 10 and preferably 1 to 5 moles of ethylene oxide and have both a conventional and preferably a narrowed homolog distribution.
- Examples include di-n-octyl sulfosuccinate and monolauryl 3EO sulfosuccinate in the form of their sodium salts.
- Alkyl and / or alkenyl oligoglycosides used are known nonionic surfactants which follow the formula (IV),
- R 5 represents an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
- G represents a sugar radical having 5 or 6 carbon atoms
- p represents numbers 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 (IV) 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, those alkyl and / or alkenyl oligoglycosides are preferred 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 5 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, 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 5 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 C12 / 14 coconut alcohol with a DP of 1 to 3 are preferred.
- the agents according to the invention contain, as a further constituent, olefin sulfonates which are usually obtained by addition of SO 3 to olefins of the formula (V) and subsequent hydrolysis and neutralization,
- R 6 and R 7 independently of one another represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R 6 and R 7 together have at least 6 and preferably 10 to 16 carbon atoms.
- olefin sulfonates can be used which result when R 6 or R 7 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-, 6-, 7-, 8-, 9-, 10-eicosen and
- hydrolysis and neutralization are carried out, after which the olefin sulfonate is present in the mixture as alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium, glucammonium, preferably sodium salt.
- the hydrolyzed ⁇ -olefin sulfonation product ie the ⁇ -olefin sulfonates, is composed of approximately 60% by weight alkanesulfonates and approximately 40% by weight hydroxyalkanesulfonates; 80 to 85% by weight of mono- and 15 to 20% by weight of disulfonates.
- aqueous alkyl sulfate pastes usually contain the unsulfonated components in amounts of 0.2 to 10, preferably 0.4 to 5 and in particular 0.6 to 0.8. % By weight - based on the active substance content
- Aqueous technical monoglyceride (ether) sulfate pastes contain between 0.6 and 10% by weight unsulfated components and 10 to 50 preferably 15 to 45 and in particular 20-35% by weight technical coconut monoglyceride sulfate Sodium salt.
- the remaining 100% by weight of the pastes is water, and salts 0.1 to 20, preferably 0.5 to 5% by weight, based on the active substance content.
- a preferred possibility is to subject the aqueous surfactant pastes to so-called SKET granulation.
- SKET granulation This is to be understood as granulation with simultaneous drying, which is preferably carried out batchwise or continuously in the fluidized bed.
- Aqueous pastes of anionic surfactants and the liquid precursors can be introduced into the fluidized bed simultaneously or in succession via one or more nozzles.
- Fluidized bed apparatuses which are preferably used have base plates with dimensions of 0.4 to 5 m.
- the SKET granulation is preferably carried out at fluidizing air speeds in the range from 1 to 8 m / s.
- the granules are preferably discharged from the fluidized bed via a size classification of the granules.
- the classification can take place, for example, by means of a sieving device or by means of an opposed air flow (classifier air) which is regulated in such a way that only particles of a certain particle size are removed from the fluidized bed and smaller particles are retained in the fluidized bed.
- the inflowing air is usually composed of the heated or unheated classifier air and the heated bottom air.
- the soil air temperature is between 80 and 400, preferably 90 and 350 ° C.
- a starting mass, for example a SKET granulate from an earlier test batch, is advantageously introduced at the beginning of the SKET granulation.
- the water evaporates from the anionic surfactant paste, producing dried to dried germs, which are coated with further amounts of anionic surfactant and the liquid precursor, granulated and again dried at the same time.
- the dried granulate contains 1 to 2% by weight of residual water.
- An advantage of the granules is that they are not sticky and have high bulk densities in the range from 300 to 1200 and preferably 500 to 800 g / l.
- the surfactant granules produced according to the invention are used for the production of surface-active agents.
- the surface-active agents can be detergents, rinsing agents, cleaning agents, fabric softening agents and cosmetic preparations for the care and cleaning of skin and hair. They are preferably used for the manufacture of soaps and oral and dental care products.
- the surfactant granules according to the invention in amounts of 0.1 to 60, preferably 0.5 to 45 and in particular 0.6 to 20% by weight, based on the preparations and calculated as Solid - can be used in surface-active agents, preferably soaps and oral and dental care products.
- 0.1 to 20 particularly preferably 0.5 to 15 and in particular 0.6 to 45% by weight of the surfactant granules - as described above - in soaps 0.1 to 20 and in particular 0.6 to 5% by weight.
- -% of the surfactant granules used in oral and dental care products are particularly preferably 0.5 to 15 and in particular 0.6 to 45% by weight of the surfactant granules - as described above - in soaps 0.1 to 20 and in particular 0.6 to 5% by weight.
- the use ratio of the surfactant granules according to the invention and the surfactant granules mentioned to one another can be 20:80 to 80:20, preferably 30:70 to 70:30 and in particular 40:60 to 60:40 parts by weight.
- the washing, rinsing and cleaning agents can also contain other typical ingredients, such as, for example, anionic surfactants, nonionic surfactants, builders, bleaching agents, bleach activators, detergency boosters, enzymes, enzyme stabilizers, graying inhibitors, optical brighteners, soil repeliants, foam inhibitors, and inorganic salts Contain fragrances and dyes.
- anionic surfactants such as, for example, anionic surfactants, nonionic surfactants, builders, bleaching agents, bleach activators, detergency boosters, enzymes, enzyme stabilizers, graying inhibitors, optical brighteners, soil repeliants, foam inhibitors, and inorganic salts Contain fragrances and dyes.
- cosmetic preparations such as, for example, anionic surfactants, nonionic surfactants, builders, bleaching agents, bleach activators, detergency boosters, enzymes, enzyme stabilizers, graying inhibitors, optical brighteners, soil repeliants, foam inhibitors, and inorganic salt
- the surfactant mixtures according to the invention can be used to produce cosmetic preparations, such as, for example, hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, emulsions, wax / fat compositions, stick preparations or powder.
- These agents can also be used as further auxiliaries and additives, mild surfactants, oil bodies, emulsifiers, superfatting agents, pearlescent waxes, consistency agents, thickeners, polymers, silicone compounds, fats, waxes, stabilizers, biogenic agents, deodorant agents, antidandruff agents, film formers, swelling agents, UV agents. Contain sun protection factors, antioxidants, hydrotropes, preservatives, insect repellents, self-tanners, solubilizers, perfume oils, dyes, germ-inhibiting agents and the like.
- the bar soaps can have water-soluble or water-swelling structurants as builders, such as starch, preferably wheat or corn starch.
- builders can also contain finely divided, water-insoluble alkali aluminum silicates, the use of synthetic, bound water-containing crystalline sodium aluminosilicates and in this case particularly of zeolite A being particularly preferred; Zeolite NaX and its mixtures with zeolite NaA can also be used.
- Suitable zeolites have a calcium binding capacity in the range from 100 to 200 mg CaO / g. NTA and / or EDTA can also be used as liquid builders.
- Suitable plasticizers are fatty alcohols, fatty acid partial glycerides or wax esters, each with 12 to 22 carbon atoms in the fat residues.
- the surfactant granules according to the invention can be used for the production of oral and dental care products.
- the agents may also contain abrasives and polishes, aroma components, chitosans and other typical ingredients for toothpastes as further auxiliaries and additives.
- the agents according to the invention can be chalk, dicalcium phosphate, sodium bicarbonate, sodium sulfate, insoluble sodium metaphosphate, aluminum silicate, layer silicates, hydrotalcites, calcium pyrophosphate, fine-particle synthetic resins, silicas, aluminum oxide, aluminum oxide trihydrate, talc, zeolites, calcium aluminum sulfate, magnesium aluminum sulfate and / or contain magnesium oxide.
- the share of grinding and Polishing agent can be 1 to 25, preferably 10 to 20% by weight, based on the finished preparations.
- auxiliary substances and additives are also flavor components, for example peppermint oil, spearmint oil, anise oil, star anise oil, caraway oil, eucalyptus oil, fennel, cinnamon oil, clove oil, geranium oil, sage oil, allspice oil, thyme oil, marjoram oil, basil oil, citrus oil or one or more components of these oils isolated or synthetically produced, such as Menthol, carvone, anethole, cineol, eugenol, cinnamaldehyde, cargophylls, geraniol, citronellol, linalool, salves, thymol, terpinan, terpinol, methylchavicol and methyl salicylate.
- Suitable flavors are e.g. Methyl acetate, vanillin, lonone, linalyl acetate, rhodinol and piperiton.
- Either natural sugars such as sucrose, maltose, lactose and fructose or synthetic sweeteners such as e.g. Saccharin sodium salt, sodium cyclamate or aspartame.
- the proportion of the flavoring substances can be 0 to 3, preferably 1 to 2% by weight, based on the finished preparations.
- Chitosans are biopolymers and belong to the group of hydrocolloids. From a chemical point of view, these are partially deacetylated chitins of different molecular weights that contain the following - idealized - monomer unit:
- chitosans are cationic biopolymers under these conditions.
- the positively charged chitosans can interact with oppositely charged surfaces and are therefore used in cosmetic hair and body care products and pharmaceuticals Preparations used (cf. Ullmann 's Encyclopedia of Industrial Chemistry, 5th Ed., Vol. A6, Weinheim, Verlag Chemie, 1986, pp. 231-332).
- Overviews on this topic have also been published, for example, by B. Gesslein et al. in HAPPI 27, 57 (1990), O.Skaugrud in Drug Cosm. Ind. 148: 24 (1991) and E. Onoyen et al.
- chitosans is based on chitin, preferably the shell remains of crustaceans, which are available in large quantities as cheap raw materials.
- the chitin is used in a process that was first developed by Hackmann et al. has been described Usually first deproteinized by adding bases, demineralized by adding mineral acids and finally deacetylated by adding strong bases, the molecular weights being able to be distributed over a broad spectrum.
- Appropriate methods are, for example, made from Makromol. Chem. 177, 3589 (1976) or French patent application FR 2701266 A.
- German patent applications DE 4442987 A1 and DE 19537001 A1 (Henkel), which have an average molecular weight of 800,000 to 1,200,000 Daltons, a Brookfield viscosity (1% by weight in Glycolic acid) below 5000 mPas, a degree of deacetylation in the range from 80 to 88% and an ash content of less than 0.3% by weight.
- chitosans as typical cationic biopolymers
- anionically or nonionically derivatized chitosans such as, for example, carboxylation, succinylation or alkoxylation products, as described, for example, in German patent DE 3713099 C2 (L'Oreal) and in German, are also suitable for the purposes of the invention
- Patent application DE 19604180 A1 (Henkel) can be described.
- the proportion of chitosans can be 0 to 2, preferably 0.1 to 0.5% by weight, based on the finished preparations.
- humectants such as e.g. Sorbitol, glycerin or polyethylene glycols, consistency regulators, deodorising agents, swelling agents and binders, such as e.g. Carboxymethyl cellulose or xanthan gum, active substances against mouth and tooth diseases, water-soluble fluorine compounds such as Sodium fluoride or sodium monofluorophosphate.
- auxiliaries and additives overall is not critical per se and depends on the type of agent that is ultimately to be assembled.
- the proportion will usually be 5 to 98% by weight and preferably 80 to 90% by weight, based on the finished preparations.
- a typical toothpaste has the following typical composition (water ad 100% by weight):
- Example 1 an acidic sulfuric acid half-ester of coconut monoglyceride (KMGSS) was spray-neutralized using a multi-component nozzle with 50% by weight sodium hydroxide solution (propellant gas: ammonia) and directly in a plant for granulation drying (AGT) according to the teaching of EP 0319819 A1 Glatt (Germany) dried and granulated at the same time.
- AGT granulation drying
- a surfactant granulate was used as starting mass, which had been produced in a previous batch (under the same process conditions) and had approximately the same composition as the finished granules of Examples 1 and 2.
- the process conditions can be found in Table 1.
- the surfactant mixtures were used in a standard toothpaste formulation.
- the foaming power was determined according to the friction foam method in an EHMEDA friction foam device [greases, soaps, paints. 66, 955 (1964)].
- 20 g of toothpaste were dispersed in 180 g of water and heated to 45 ° C. in the foam cylinder.
- 60 seconds of friction with a vertically rotating Perlon brush at 2600 rpm generated foam on a cylindrically shaped metal wire mesh.
- Examples 1 to 3 in Table 1 are according to the invention, Examples V1 to V3 serve for comparison.
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19911040 | 1999-03-12 | ||
DE19911040A DE19911040A1 (de) | 1999-03-12 | 1999-03-12 | Tensidgranulate |
PCT/EP2000/001836 WO2000055293A1 (de) | 1999-03-12 | 2000-03-03 | Verfahren zur herstellung von tensidgranulaten |
Publications (1)
Publication Number | Publication Date |
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EP1161519A1 true EP1161519A1 (de) | 2001-12-12 |
Family
ID=7900728
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP00914104A Withdrawn EP1161519A1 (de) | 1999-03-12 | 2000-03-03 | Verfahren zur herstellung von tensidgranulaten |
Country Status (5)
Country | Link |
---|---|
US (1) | US6656454B1 (de) |
EP (1) | EP1161519A1 (de) |
JP (1) | JP2003524678A (de) |
DE (1) | DE19911040A1 (de) |
WO (1) | WO2000055293A1 (de) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6500413B1 (en) * | 2000-04-12 | 2002-12-31 | Aveda Corporation | High performance color-depositing shampoo |
DE10204526A1 (de) * | 2002-02-05 | 2003-08-07 | Beiersdorf Ag | Kosmetische und dermatologische Zubereitungen mit Eucalyptusöl in Kombination mit weiteren Wirk- und Inhaltsstoffen |
DE10305552A1 (de) * | 2003-02-10 | 2004-08-19 | Cognis Deutschland Gmbh & Co. Kg | Textilausrüstungsmittel |
KR100760970B1 (ko) * | 2004-11-04 | 2007-10-04 | 김종철 | 에센셜 오일을 함유한 치약 조성물 |
JP2006298819A (ja) * | 2005-04-20 | 2006-11-02 | Kiyomi Seida | 練り歯磨き剤及び歯磨き方法 |
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 |
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 |
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 |
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 |
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 |
US20140079660A1 (en) * | 2012-09-20 | 2014-03-20 | Kao Corporation | Cleansing composition for skin or hair |
JP7264620B2 (ja) * | 2017-12-27 | 2023-04-25 | 花王株式会社 | 口腔用組成物 |
WO2019130870A1 (ja) * | 2017-12-27 | 2019-07-04 | 花王株式会社 | 口腔用組成物 |
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FR2597335B1 (fr) | 1986-04-18 | 1990-08-24 | Oreal | Composition cosmetique permettant de lutter contre l'aspect gras des cheveux, et son utilisation. |
DE3741401A1 (de) | 1987-12-07 | 1989-06-15 | Henkel Kgaa | Verfahren zur herstellung von festen oder pastenfoermigen produkten |
KR0170424B1 (ko) * | 1990-07-05 | 1999-01-15 | 호르스트 헤를레,요한 글라슬 | 세제 및 청정제용 표면 활성제 과립의 제조방법 |
DE4024657A1 (de) * | 1990-08-03 | 1992-02-06 | Henkel Kgaa | Verfahren zur trocknung und granulierung waessriger pasten waschaktiver wirkstoffgemische |
DE4038478A1 (de) | 1990-12-03 | 1992-06-04 | Henkel Kgaa | Verfahren zur herstellung von partialglyceridsulfaten |
DE4038477A1 (de) | 1990-12-03 | 1992-06-04 | Henkel Kgaa | Verfahren zur kontinuierlichen herstellung von partialglyceridsulfaten |
DE4127323A1 (de) * | 1991-08-20 | 1993-02-25 | Henkel Kgaa | Verfahren zur herstellung von tensidgranulaten |
WO1993015813A1 (de) * | 1992-02-12 | 1993-08-19 | Henkel Kommanditgesellschaft Auf Aktien | Verfahren zur herstellung von granulaten, die als netz-, wasch- und/oder reinigungsmittel geeignet sind |
DE4204700A1 (de) | 1992-02-17 | 1993-08-19 | Henkel Kgaa | Verfahren zur abtrennung anorganischer salze |
DE4303176C2 (de) | 1993-02-04 | 1997-07-31 | Henkel Kgaa | Feste Wasch-, Spül- und Reinigungsmittel |
DE4303211C2 (de) * | 1993-02-04 | 1996-05-15 | Henkel Kgaa | Anionische Tenside mit verbesserter Löslichkeit |
KR970008132B1 (ko) | 1993-02-08 | 1997-05-21 | 전동원 | 생체 임상의학용 키틴 및 키토산 제조방법 |
DE4304015A1 (de) * | 1993-02-11 | 1994-08-18 | Henkel Kgaa | Verfahren zur Herstellung von Granulaten |
US5739097A (en) * | 1993-02-11 | 1998-04-14 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of surfactant granules |
DE4432367B4 (de) * | 1994-09-12 | 2006-04-20 | Cognis Ip Management Gmbh | Verwendung von Partialglyceriden in einem Verfahren zur Herstellung von hellfarbigen Fettsäuremonoglyceridsulfaten |
DE4442987C2 (de) | 1994-12-02 | 1997-04-17 | Henkel Kgaa | Kationische Chitinabbauprodukte |
DE19524464C2 (de) * | 1995-07-10 | 2000-08-24 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von Zuckertensidgranulaten |
DE19537001C2 (de) | 1995-08-28 | 1997-12-11 | Henkel Kgaa | Haarsprays |
US5866530A (en) * | 1995-11-25 | 1999-02-02 | Henkel Kommanditgesellschaft Auf Aktien | Non-aqueous liquid mixtures of alkyl polyglycoside and alkyl polyalkylene glycol ether useful in various detergent applications |
DE19604180C2 (de) | 1996-02-06 | 1997-12-18 | Henkel Kgaa | Verfahren zur Herstellung von Biopolymeren mit verbesserter Tensidlöslichkeit |
DE19641275C1 (de) * | 1996-10-07 | 1998-03-12 | Henkel Kgaa | Verfahren zur Herstellung wasser- und staubfreier Aniontensidgranulate |
DE19707649C1 (de) * | 1997-02-26 | 1998-10-22 | Henkel Kgaa | Verfahren zur Herstellung von Waschmittelrohstoffen |
DE19710153C1 (de) * | 1997-03-12 | 1998-02-12 | Henkel Kgaa | Verfahren zur Herstellung neutraler Zuckertensidgranulate |
DE19710152C2 (de) * | 1997-03-12 | 1999-04-22 | Henkel Kgaa | Verfahren zur Herstellung von Aniontensidgranulaten |
DE19750424A1 (de) * | 1997-11-14 | 1999-05-20 | Henkel Kgaa | Verbessertes Verfahren zum Herstellen von Tensidgranulaten mit einem hohen Schüttgewicht |
DE19820943A1 (de) * | 1998-05-11 | 1999-11-18 | Henkel Kgaa | Alkylsulfat-Granulate |
DE29821774U1 (de) * | 1998-12-09 | 1999-04-08 | Henkel Kgaa | Mund- und Zahnpflegemittel |
-
1999
- 1999-03-12 DE DE19911040A patent/DE19911040A1/de not_active Ceased
-
2000
- 2000-03-03 EP EP00914104A patent/EP1161519A1/de not_active Withdrawn
- 2000-03-03 WO PCT/EP2000/001836 patent/WO2000055293A1/de not_active Application Discontinuation
- 2000-03-03 US US09/936,376 patent/US6656454B1/en not_active Expired - Fee Related
- 2000-03-03 JP JP2000605712A patent/JP2003524678A/ja active Pending
Patent Citations (1)
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DE4406748A1 (de) * | 1994-03-02 | 1995-09-07 | Henkel Kgaa | Mund- und Zahnpflegemittel |
Also Published As
Publication number | Publication date |
---|---|
US6656454B1 (en) | 2003-12-02 |
JP2003524678A (ja) | 2003-08-19 |
DE19911040A1 (de) | 2000-09-21 |
WO2000055293A1 (de) | 2000-09-21 |
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