WO1995014519A1 - Verfahren zur herstellung wasserfreier, rieselfähiger zuckertensidpulver - Google Patents
Verfahren zur herstellung wasserfreier, rieselfähiger zuckertensidpulver Download PDFInfo
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- WO1995014519A1 WO1995014519A1 PCT/EP1994/003855 EP9403855W WO9514519A1 WO 1995014519 A1 WO1995014519 A1 WO 1995014519A1 EP 9403855 W EP9403855 W EP 9403855W WO 9514519 A1 WO9514519 A1 WO 9514519A1
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D1/00—Evaporating
- B01D1/16—Evaporating by spraying
- B01D1/18—Evaporating by spraying to obtain dry solids
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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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents ; Methods for using cleaning compositions
- C11D11/0082—Special methods for preparing compositions containing mixtures of detergents ; Methods for using cleaning compositions one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/20—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
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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
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D1/835—Mixtures of non-ionic with cationic 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/86—Mixtures of anionic, cationic, and non-ionic 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
- 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
- C11D1/146—Sulfuric acid esters
Definitions
- the invention relates to a process for the preparation of water-free, free-flowing sugar surfactant powder, in which alkyl and / or alkenyl oligoglycosides and / or fatty acid N-alkyl polyhydroxyalkylamides are treated at 100 to 225 ° C. with superheated steam and the use of the substances for the production of surface-active agents.
- Alkyl and / or alkenyl oligoglycosides and preferably alkyl oligoglucosides are nonionic surfactants based on renewable raw materials, which are becoming increasingly important for the production of surface-active agents owing to their excellent application properties and their particular eco-toxicological compatibility.
- a market segment for which the two sugar surfactants appear to be particularly suitable is the area of oral and dental care products.
- the international patent application WO 91/02046 proposes pulverulent preparations which contain silicas and alkyl oligoglucosides and are suitable for the production of toothpastes.
- the international patent application WO 91/02513 discloses anti-fouling toothpastes which contain an antimicrobial biguanide, aluminum oxide trihydrate as a polishing agent and as a surfactant component, for example alkyl oligoglucoside.
- Oral and dentifrices which contain mixtures of alkyl ether sulfates and alkyl oligoglucosides are also known from German patent application DE-A1 4101505 (Henkel).
- Japanese patent application JP 1 / 068.312 proposes toothpastes with good foaming properties, which contain calcium hydrogen phosphate, glycerol, carboxymethyl cellulose and decyl glucoside.
- alkyl oligoglucosides Due to the production process, alkyl oligoglucosides contain about 1 to 2% by weight of free fatty alcohol, which usually cannot be removed by distillation. However, this low content leads to an unacceptable taste impairment in toothpastes. 2. Both alkyl oligoglucosides and fatty acid N-alkyl glucamides from the peroxide bleach can contain about 0.5% by weight of formic acid or formate. Although this content is completely harmless from a physiological point of view, it also has a significant influence on the taste of the products.
- the sugar surfactants must be used in anhydrous or at least heavily dewatered form, preferably as a powder.
- alkyl oligoglucosides nor fatty acid N-alkylglucate-ide can be obtained water-free by conventional industrial processes, since the sensitive sugar residues become one under the conditions of spray drying or in a thin-film evaporator in which the heat is transferred via the hot metal wall significant portion carbonize.
- sugar surfactant powder which is dried by conventional methods, Especially if they contain anionic surfactants, for example of the alkyl sulfate type, as additional constituents, are not sufficiently soluble in cold water and have an insufficiently low bulk density.
- the complex object of the invention was therefore to provide a process for the production of sugar surfactants in solid, anhydrous form which is free from the disadvantages described.
- the invention relates to a process for the preparation of anhydrous, free-flowing sugar surfactant powder, in which aqueous preparations containing
- anhydrous sugar tert-powders obtainable by the process according to the invention - containing sugar surfactants and optionally anionic surfactants - not only have a surprisingly good flowability and color quality, but are also particularly easily water-soluble. Proportions of free fatty alcohols, formic acid or their salts, which the taste and can adversely affect the olfactory properties of the product, are either practically completely removed together with the water or at least their concentration is reduced to such an extent that they are no longer perceived as annoying for application reasons. This is the first time that a drying process for sugar tertiary sides as well as for mixtures of sugar surfactants and anionic surfactants is available, in which the heat transfer does not take place through contact with a hot metal wall.
- the invention includes the knowledge that the use of special silicate carriers is particularly advantageous when it comes to lowering the drying temperature to such an extent that neither char products nor caking occur and yet a non-sticky, dry, free-flowing powder is obtained.
- the sugar surfactant powders obtainable by the process according to the invention are furthermore distinguished by significantly improved odor and taste properties.
- alkyl and / or alkyl oligoglycosides follow the formula (I)
- R 1 is an alkyl and / or alkenyl radical having 6 to 22 carbon atoms
- G is a sugar radical having 5 or 6 Carbon atoms
- p represents a number in the range 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 alkyl or alkenyl radical R 1 can be derived from primary alcohols having 6 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 those obtained in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxo synthesis.
- 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, and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hardened C ⁇ _2 / 14 coconut alcohol with a DP of 1 to 3 are preferred.
- R- ⁇ CO for an aliphatic acyl radical with 6 to 22 carbon atoms
- R3 for hydrogen, an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms
- [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands.
- the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
- a reducing sugar with ammonia
- an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
- US Pat. Nos. US 1985424, US 2016962 and US 2703798 and international patent application WO 92/0698 An overview of this topic by H. Kelkenberg can be found in Tens. Surf.Det. J25, 8 (1988).
- the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars with 5 or 6 carbon atoms, in particular from glucose.
- the preferred fatty acid N-alkyl polyhydroxyalkylamides are therefore fatty acid re-N-alkylglucamides, as represented by the formula (III):
- Glucamides of the formula (III) in which R3 is hydrogen or an amine group and R 2 CO is the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid are preferably used as the fatty acid N-alkylpolyhydroxyalkylamides , Stearic acid, isostearic acid, oleic acid, elaidic acid, petroseline acid, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
- fatty acid N-alkyl glucamides of the formula (III) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C 2/14 coconut fatty acid or a corresponding derivative.
- the polyhydroxyalkylamides can also be derived from maltose and palatinose.
- aqueous preparations are dried which, in addition to sugar surfactants, additionally contain anionic surfactants.
- anionic surfactants Typical examples of this are alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, alkylethersulfonates, glycerol ether sulfonates, o-methyl ester sulfonates, sulfofatty acids, alkyl and / or alkenyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, mono-ether ether sulfates, fatty acid ether amide sulfates, hydroxymethyl ether sulfates, ether) sulfates, mono- and dialkylsulfosuccinates, mono- and dialkylsulfosuccinamates, sulfotetriglycerides, amide soaps, amide soaps,
- aqueous preparations are dried which, in addition to the sugar tensides, contain alkyl and / or alkenyl sulfates as anionic surfactants.
- alkyl and / or alkenyl sulfates are to be understood as meaning the sulfation products of primary alcohols which follow the formula (XV)
- R ⁇ for a linear or branched, aliphatic alkyl and / or alkenyl radical having 6 to 22, preferably 12 to 18 carbon atoms and X for an alkyl and / or Alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
- alkyl sulfates that can be used for the purposes of the invention are the sulfation products of capron alcohol, caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palm oleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elayl alcohol, elaalyl alcohol , Arachyl alcohol, gadoleyl alcohol, behenyl alcohol and erucyl alcohol as well as their technical mixtures, which are obtained by high pressure hydrogenation of technical methyl ester fractions or aldehydes from the Roelen oxo synthesis.
- the sulfation products can preferably be used in the form of their alkali metal salts, and in particular their sodium salts.
- R 4 stands for an alkyl radical with 12 to 18 carbon atoms and X for sodium, with the proviso that the ratio of alkyl radicals with 16 to 18 on the one hand and 12 to 14 carbon atoms on the other hand is 50: 50 to 90: 10 parts by weight .
- Aqueous preparations which may contain the sugar surfactants mentioned and, in addition, anionic surfactants are to be understood as solutions or pastes which have a solids content of 5 to 70, preferably 40 to 60% by weight.
- formic acid or formate it has proven to be particularly advantageous to use the preparations at a pH of 6 to 11, preferably 6.5 to 9.
- citric acid is suitable for pH adjustment.
- Typical examples are the two products from Henkel KGaA, Düsseldorf / FRG "sodium water glass N50 / 55 (module 2.0)” and “sodium water glass N37 / 40 (module 3.45)” as well as the magnesium silicate Optigel ( R ) SH, Südchemie AG, Kunststoff / FRG.
- the alkali and / or alkaline earth silicates can be used in amounts of 0.1 to 50, preferably 15 to 30% by weight, based on the solids content in the resulting powders.
- the alkali silicates are preferred as carriers, but they can easily be combined with other materials, e.g. inorganic or organic salts are mixed.
- Typical examples of inorganic salts are alkali and / or alkaline earth oxides, sulfates, carbonates, bicarbonates, phosphates, pyrophosphates, silicates and halides.
- the use of sodium sulfate, sodium carbonate, calcium carbonate, sodium phosphate, calcium pyrophosphate, sodium chloride, layer silicates, zeolites, hydrotalcites and magnesium oxide is particularly preferred.
- Aerosils are built from amorphous, spherical particles that have a diameter of 10 to 20 nm and an inner surface of 100 to 400 m 2 '?. exhibit. Aerosils have SiOH groups on their surface, which are linked to one another via relatively weak hydrogen bonds, which leads to the formation of scaffolds. Aerosils are, for example, sales products from Degussa, Hanau / FRG. For more information on their structure, see Soap-oils-fat waxes, 9 ⁇ , 849 (1968).
- organic salts are alkali and / or alkaline earth soaps, in particular sodium acetate, magnesium stearate and calcium stearate.
- Polysaccharides such as, for example, native and / or chemically modified, acid-degraded (maize) starch are suitable as further organic carriers. The latter is advantageous with a view to increasing the gelatinization temperature of the powder.
- the proportion of said co-carriers in the total amount of the carrier material can be 1 to 25, preferably 5 to 15% by weight.
- the aqueous preparations of the nonionic surfactants are treated together with the salts and optionally carrier substances with the exclusion of atmospheric oxygen in the presence of superheated steam.
- the principle of this new technical process was described by the applicant in her German tentanmel-fertilize DE-Al 4030688, DE-Al 4204035, DE-Al 4204090, DE-Al 4206050, DE-Al 4206495 and DE-Al 4206521.
- the method is based on the principle that, by condensing the superheated steam on the cooler feed and releasing the heat of condensation to the material to be dried, the aqueous drop spontaneously heats up to the boiling point of the water under working conditions, ie at normal pressure to temperatures of about 100 ° C, takes place. This boiling temperature is maintained as the minimum temperature during the entire residence time in the droplet. Steam-volatile impurities, such as fatty alcohols or formic acid, which cannot be removed by distillation under normal conditions or only under drastic conditions and with great technical effort, are quickly, completely and gently removed with the water phase.
- the aqueous preparations are sprayed together with superheated steam at a temperature in the range from 150 to 225 ° C. into a closed system, the condensate water with the impurities dissolved therein is separated off and the dried and cleaned valuable substances ejected.
- the closed system works with a water vapor circuit flow, from which the evaporated water portion of the feed material is extracted, while the amount of energy given off is returned to the circuit flow. While in conventional processes, working at higher temperatures always involves the risk of partial Charring of the material to be cleaned is connected, the absence of atmospheric oxygen makes working temperatures of in particular 150 to 225 and preferably 170 to 200 ° C. readily possible. After the dissolved impurities have been separated off, the partial steam stream which is drawn off can advantageously be supplied as process steam for other use.
- sugar surfactant powders with particularly advantageous free-flowing properties can be obtained by treating ("powdering") the dried valuable materials with suitable finely divided solids in order to reliably rule out any residual tack that may still be present.
- solids that come into consideration here are either substances which have already been mentioned as suitable carriers in the steam treatment or which are used in any case in surface-active agents. Typical examples are salts, such as, for example, silicates, sodium chloride, sodium sulfate, sodium phosphate, sodium pyrophosphate, calcium stearate and in particular silica with a high internal surface area (aerosils).
- the solids for powdering are usually used in an amount of 0.1 to 5, preferably 0.5 to 1% by weight, based on the sugar surfactant powder.
- the powdering can be done subsequently.
- the powdering preferably takes place in the spray tower, thereby ensuring a uniform powder discharge and baking of the Tower wall is reliably avoided.
- the powder is applied to the top of the drying tower.
- the carrier material for powdering.
- the amount of the powdering agent preferably makes up about 30% of the total amount of carrier, which in a very favorable case is about 30% by weight, based on the resulting dried material. Powdering is particularly advantageous if the sugar surfactant content in the powders is above 50% by weight. Voluminous agglomerates can form during powdering, but they quickly disintegrate on cooling and mechanical movement.
- auxiliaries and additives that are required for later assembly can be added to the sugar surfactant powders afterwards.
- these constituents, together with the sugar surfactants, to steam treatment with sufficient thermal stability can be added to the sugar surfactant powders afterwards.
- 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, polyol fatty acid sorbates, sugar esters, sugar esters. If the nonionic surfactants are polyglycol ether chains, they can have a conventional, but preferably a narrow homolog distribution.
- cationic surfactants are quaternary ammonium compounds and quaternized difatty acid trialkanolamine amines.
- amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidaz ⁇ liniumbetaines and sulfobetaines.
- aroma components for example peppermint oil, spearmint oil, anise oil, star anise oil, caraway oil, eucalyptus oil, fennel oil, cinnamon oil, clove oil, geranium oil, sage oil, allspice oil, thyme oil, marjoram oil, are further auxiliaries and additives.
- Other suitable flavors are eg methyl acetate, vanillin, ionone, linalyl acetate, rhodinol and piperiton.
- Suitable sweeteners are either natural sugars such as suerose, maltose, lactose and fructose or synthetic sweeteners such as saccharin sodium salt, sodium cyclamate or aspartame.
- humectants such as e.g. Sorbitol or glycerin, consistency regulators, deodorising agents, agents against mouth and tooth diseases, water-soluble fluorine compounds such as Sodium fluoride or sodium monofluorophosphate and grinding or polishing agents.
- auxiliaries and additives are not critical per se and depends on the type of agent that is ultimately to be assembled.
- the proportion will usually be 5 to 70 and preferably 10 to 50% by weight, based on the sugar surfactant powder.
- the sugar surfactant powders obtainable by the process according to the invention contain less than 10, preferably less than 5 and in particular less than 1% by weight of water. They have excellent flow properties, do not stick, are readily water-soluble and are distinguished by excellent smell and taste properties. Another object of the invention therefore relates to their use for the production of surface-active, preferably cosmetic agents such as toothpastes or syndet soaps, in which they are present in amounts of 0.5 to 50, preferably 1 to 10% by weight, based on the means - can be included.
- Ci2 / 14- coconut -atty acid-N-methylglucamide (50% by weight solids).
- the residence time in the drying apparatus was about 10 seconds.
- the impurities entrained by the water vapor could be separated from the condensed water after the condensation in a two-phase separation or by micro- or ultrafiltration.
- the test results are summarized in Table 2 (percentages as% by weight).
- [X] concentration of X (based on the end product)
- Tl sodium sulfate
- T2 hydrophilized SiO 2 (Aerosil ( R ) R 972)
- T3 methyl cellulose (culminal ( R ))
- T7 magnesium silicate (Optigel ( R ) SH)
- a mixture of 70% by weight of Plantaren ( R ) APG 1200 CS UP and 30% by weight of sodium water glass N55 was dewatered in a rotary evaporator.
- the examples and comparative examples show that mixtures of sugar surfactants and anionic surfactants in superheated steam drying lead to products with a water solubility which is improved synergistically compared to the starting materials and advantageously high bulk densities of 400 to 550 g / l. Compared to conventional drying processes, powders with improved water solubility and color are finally obtained. Free-flowing and sticky products.
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019960702663A KR960705608A (ko) | 1993-11-24 | 1994-11-22 | 무수, 자유 유동 당 계면 활성제 분말의 제조 방법(process for producing anhydrous pourable sugar tenside powders) |
JP7514826A JPH09505621A (ja) | 1993-11-24 | 1994-11-22 | 無水かつ流動性の糖テンシド粉末の製造方法 |
EP95902081A EP0730484A1 (de) | 1993-11-24 | 1994-11-22 | Verfahren zur herstellung wasserfreier, rieselfähiger zuckertensidpulver |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4340015A DE4340015C2 (de) | 1993-11-24 | 1993-11-24 | Verfahren zur Herstellung wasserfreier, rieselfähiger Zuckertensidpulver und deren Verwendung |
DEP4340015.9 | 1993-11-24 | ||
DEP4431157.5 | 1994-09-01 | ||
DE4431157 | 1994-09-01 |
Publications (1)
Publication Number | Publication Date |
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WO1995014519A1 true WO1995014519A1 (de) | 1995-06-01 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP1994/003855 WO1995014519A1 (de) | 1993-11-24 | 1994-11-22 | Verfahren zur herstellung wasserfreier, rieselfähiger zuckertensidpulver |
Country Status (5)
Country | Link |
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EP (1) | EP0730484A1 (de) |
JP (1) | JPH09505621A (de) |
KR (1) | KR960705608A (de) |
CN (1) | CN1135724A (de) |
WO (1) | WO1995014519A1 (de) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997003165A1 (de) * | 1995-07-10 | 1997-01-30 | Henkel Kommanditgesellschaft Auf Aktien | Verfahren zur herstellung von zuckertensidgranulaten |
DE19534371C1 (de) * | 1995-09-15 | 1997-02-20 | Henkel Kgaa | Verfahren zur Herstellung wasser- und staubfreier Zuckertensidgranulate |
WO1997010049A1 (de) * | 1995-09-11 | 1997-03-20 | Henkel Kommanditgesellschaft Auf Aktien | O/w-emulgatoren |
EP0780464A3 (de) * | 1995-12-21 | 1998-12-02 | Henkel Kommanditgesellschaft auf Aktien | Verfahren zur Herstellung hellfarbiger, niedrigviskoser Tensidkonzentrate |
WO2001046375A1 (de) * | 1999-12-17 | 2001-06-28 | Henkel Kommanditgesellschaft Auf Aktien | Verfahren zur herstellung von zuckertensidgranulaten |
US6340665B1 (en) | 1997-03-12 | 2002-01-22 | Henkel Kommanditgesellschaft Auf Aktien | Method for producing neutral sugar surfactant granulates |
US6846796B2 (en) | 2000-04-15 | 2005-01-25 | Cognis Deutschland Gmbh & Co. Kg | Method for producing non-ionic tenside granulates |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4030688A1 (de) * | 1990-09-28 | 1992-04-02 | Henkel Kgaa | Verfahren zur spruehtrocknung von wertstoffen und wertstoffgemischen unter verwendung von ueberhitztem wasserdampf |
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 |
WO1994009109A1 (de) * | 1992-10-12 | 1994-04-28 | Henkel Kommanditgesellschaft Auf Aktien | Wertstoffe und wertstoffgemische für netz-, wasch- und/oder reinigungsmittel in neuer zubereitungsform |
-
1994
- 1994-11-22 WO PCT/EP1994/003855 patent/WO1995014519A1/de not_active Application Discontinuation
- 1994-11-22 EP EP95902081A patent/EP0730484A1/de not_active Withdrawn
- 1994-11-22 CN CN94194235A patent/CN1135724A/zh active Pending
- 1994-11-22 JP JP7514826A patent/JPH09505621A/ja active Pending
- 1994-11-22 KR KR1019960702663A patent/KR960705608A/ko not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4030688A1 (de) * | 1990-09-28 | 1992-04-02 | Henkel Kgaa | Verfahren zur spruehtrocknung von wertstoffen und wertstoffgemischen unter verwendung von ueberhitztem wasserdampf |
WO1992005849A1 (de) * | 1990-09-28 | 1992-04-16 | Henkel Kommanditgesellschaft Auf Aktien | Verfahren zur sprühtrocknung von wertstoffen und wertstoffgemiscehen unter verwendung von überhitztem wasserdampf |
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 |
WO1994009109A1 (de) * | 1992-10-12 | 1994-04-28 | Henkel Kommanditgesellschaft Auf Aktien | Wertstoffe und wertstoffgemische für netz-, wasch- und/oder reinigungsmittel in neuer zubereitungsform |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997003165A1 (de) * | 1995-07-10 | 1997-01-30 | Henkel Kommanditgesellschaft Auf Aktien | Verfahren zur herstellung von zuckertensidgranulaten |
US6030937A (en) * | 1995-07-10 | 2000-02-29 | Henkel Kommanditgesellschaft Auf Aktien | Method of preparing saccharose surfactant granulates |
WO1997010049A1 (de) * | 1995-09-11 | 1997-03-20 | Henkel Kommanditgesellschaft Auf Aktien | O/w-emulgatoren |
AU704033B2 (en) * | 1995-09-11 | 1999-04-15 | Cognis Deutschland Gmbh & Co. Kg | Oil-water emulsifiers |
CN1092995C (zh) * | 1995-09-11 | 2002-10-23 | 汉克尔股份两合公司 | 水包油乳化剂 |
DE19534371C1 (de) * | 1995-09-15 | 1997-02-20 | Henkel Kgaa | Verfahren zur Herstellung wasser- und staubfreier Zuckertensidgranulate |
EP0780464A3 (de) * | 1995-12-21 | 1998-12-02 | Henkel Kommanditgesellschaft auf Aktien | Verfahren zur Herstellung hellfarbiger, niedrigviskoser Tensidkonzentrate |
US6340665B1 (en) | 1997-03-12 | 2002-01-22 | Henkel Kommanditgesellschaft Auf Aktien | Method for producing neutral sugar surfactant granulates |
WO2001046375A1 (de) * | 1999-12-17 | 2001-06-28 | Henkel Kommanditgesellschaft Auf Aktien | Verfahren zur herstellung von zuckertensidgranulaten |
DE19961333A1 (de) * | 1999-12-17 | 2001-07-05 | Henkel Kgaa | Verfahren zur Herstellung von Zuckertensidgranulaten |
DE19961333B4 (de) * | 1999-12-17 | 2006-12-14 | Henkel Kgaa | Verfahren zur Herstellung von Zuckertensidgranulaten |
US6846796B2 (en) | 2000-04-15 | 2005-01-25 | Cognis Deutschland Gmbh & Co. Kg | Method for producing non-ionic tenside granulates |
Also Published As
Publication number | Publication date |
---|---|
EP0730484A1 (de) | 1996-09-11 |
CN1135724A (zh) | 1996-11-13 |
JPH09505621A (ja) | 1997-06-03 |
KR960705608A (ko) | 1996-11-08 |
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