EP1007613A1 - Procede de production de granules d'agents de surface anioniques exempts d'eau et de poussiere - Google Patents

Procede de production de granules d'agents de surface anioniques exempts d'eau et de poussiere

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Publication number
EP1007613A1
EP1007613A1 EP98943891A EP98943891A EP1007613A1 EP 1007613 A1 EP1007613 A1 EP 1007613A1 EP 98943891 A EP98943891 A EP 98943891A EP 98943891 A EP98943891 A EP 98943891A EP 1007613 A1 EP1007613 A1 EP 1007613A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
alkyl
fatty acid
acid
radical
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP98943891A
Other languages
German (de)
English (en)
Inventor
Hans-Christian Raths
Werner Seipel
Bernd Fabry
Hermann Hensen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Personal Care and Nutrition GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE19736906A external-priority patent/DE19736906A1/de
Priority claimed from DE19741911A external-priority patent/DE19741911C1/de
Priority claimed from DE1998106495 external-priority patent/DE19806495C1/de
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP1007613A1 publication Critical patent/EP1007613A1/fr
Withdrawn legal-status Critical Current

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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/24Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran
    • C07C67/26Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran with an oxirane ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • A61K8/0275Containing agglomerated particulates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2615Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen the other compounds containing carboxylic acid, ester or anhydride groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2669Non-metals or compounds thereof
    • C08G65/2672Nitrogen or compounds thereof
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    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
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    • C11D1/86Mixtures of anionic, cationic, and non-ionic compounds
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic compounds
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    • C11D10/00Compositions of detergents, not provided for by one single preceding group
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    • C11D10/00Compositions of detergents, not provided for by one single preceding group
    • C11D10/04Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
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    • C11D11/00Special methods for preparing compositions containing mixtures of detergents
    • C11D11/0082Special methods for preparing compositions containing mixtures of detergents 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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    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/06Powder; Flakes; Free-flowing mixtures; Sheets
    • C11D17/065High-density particulate detergent compositions
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds
    • AHUMAN NECESSITIES
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    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
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    • C11D1/06Ether- or thioether carboxylic acids
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    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
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    • C11D1/146Sulfuric acid esters
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
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    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
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    • C11D1/525Carboxylic 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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Definitions

  • the invention relates to a process for the simultaneous drying and granulation of aqueous fatty acid polyglycol ester sulfate pastes using a thin film evaporator.
  • liquid surfactant preparations are generally dried by conventional spray drying, in which the aqueous surfactant paste is sprayed at the top of a tower in the form of fine droplets, to which hot drying gases are directed.
  • spray drying in which the aqueous surfactant paste is sprayed at the top of a tower in the form of fine droplets, to which hot drying gases are directed.
  • the drastic conditions often lead to hydrolysis, undesirable discoloration of the products, caking on the walls of the spray towers and, as a result, contamination of the dry material by charred residues.
  • the repeated cleaning of the towers also leads to downtimes, which can make the process costly.
  • a further problem is that prior art methods do not lead to the particularly preferred heavy powders with a bulk density above 500 g / l with a simultaneously greatly reduced dust content.
  • these two parameters are of particular importance for economic, application-related and safety-related reasons.
  • the complex object of the present invention was to convert aqueous fatty acid polyglycol ester sulfate pastes into practically water- and dust-free granules with as little technical effort as possible without the use of inorganic or organic carriers, which at the same time had an acceptable color quality, a high bulk density, and good Flowability, satisfactory storage stability and, in comparison to the products of the prior art, are characterized by at least comparable application properties.
  • the invention relates to a process for the preparation of water- and dust-free anionic side granules with a high bulk density, in which aqueous pastes of fatty acid polyglycol ester sulfates with a solids content of at least 20 and preferably in the range from 25 to 75% by weight in a horizontal Arranged thin-film evaporator with rotating internals dries down to a residual water content of less than 2, preferably less than 1, 5 and in particular less than 1% by weight and brings it into pieces, whereby a negative temperature gradient is applied to the thin-film evaporator from the product inlet to the product discharge, im Counter-current gassed with air and drying takes place exclusively via the heated wall.
  • a horizontally arranged thin-film evaporator is ideally suitable for converting aqueous fatty acid polyglycol ester sulfate pastes into dry, light-colored, free-flowing and non-sticky granules without product discoloration and caking on the walls.
  • the products have a high bulk density in the range of 550 to 650 g / l and an average grain diameter of 2.0 to 2.8 mm, which leads to a reduction in unwanted water absorption and caking of the particles. This also ensures high storage stability. At the same time, they are dust-free, ie the proportion of particles with a diameter below 200 ⁇ m is below 5% by weight.
  • R 1 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms
  • x is an average of 1 to 3
  • AO is a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical
  • X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, are known anionic surfactants and are prepared by sulfation of the corresponding fatty acid polyglycol ester. These in turn can be obtained using the relevant preparative processes in organic chemistry.
  • ethylene oxide, propylene oxide or a mixture thereof - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases, such as, for example, sodium methylate or calcined hydrotalcite.
  • bases such as, for example, sodium methylate or calcined hydrotalcite.
  • the intermediates can also be prepared by esterifying the fatty acids with an appropriate alkylene glycol.
  • the sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se with chlorosulfonic acid or preferably gaseous sulfur trioxide, the molar ratio between fatty acid polyglycol ester and sulfating agent being in the range from 1: 0.95 to 1: 1, 2, preferably 1: 1 to 1: 1 , 1 and the reaction temperature can be 30 to 80 and preferably 50 to 60 ° C. It is also possible to undersulfate the fatty acid polyglycol esters, ie to use significantly fewer sulfating agents than would be stoichiometrically required for complete conversion.
  • Typical examples of suitable starting materials are the addition products of 1 to 3 moles of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mole of ethylene oxide or 1 mole of propylene oxide with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, Palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are then sulfated and neutralized as described above.
  • Fatty acid polyglycol ester sulfates of the formula (I) are preferably used in which R 1 CO stands for an acyl radical having 12 to 18 carbon atoms, x for an average of 1 or 2, AO for a CHaCH ⁇ O group and X for sodium or ammonium, such as, for example, lauric acid + 1EO sulfate sodium salt, lauric acid + 1 EO sulfate ammonium salt, coconut fatty acid + 1 EO sulfate sodium salt, coconut fatty acid + 1 EO sulfate ammonium salt, tallow fatty acid + 1EO sulfate sodium salt, tallow fatty acid + 1EO sulfate ammonium salt and mixtures thereof.
  • R 1 CO stands for an acyl radical having 12 to 18 carbon atoms
  • x for an average of 1 or 2
  • AO for a CHaCH ⁇ O group
  • X for sodium or ammonium, such as, for example, lauric acid +
  • the thin film evaporator is operated at atmospheric pressure and gassed in countercurrent with air (throughput 50 to 150 m 3 / h).
  • the gas inlet temperature is usually 20 to 30 ° C, the outlet temperature 90 to 110 ° C.

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Abstract

L'invention concerne un procédé de production de granulés d'agents de surface anioniques exempts d'eau et de poussière et ayant une densité en vrac élevée. Selon ce procédé, on sèche des pâtes aqueuses de sulfates d'ester polyglycol d'acides gras, ayant une teneur en matières solides d'au moins 20 % en poids, dans un vaporisateur à couche mince placé horizontalement et doté d'objets intégrés rotatifs, jusqu'à obtention d'une teneur en eau résiduelle inférieure à 2 % en poids. Ensuite, on fragmente ces pâtes en appliquant au vaporisateur à couche mince un gradient de température décroissant entre l'entrée et la sortie du produit, et on les charge d'air en contre-courant. Le séchage est effectué exclusivement par la paroi chauffée. Les granulés conviennent notamment à la production de pains de savon.
EP98943891A 1997-08-25 1998-08-17 Procede de production de granules d'agents de surface anioniques exempts d'eau et de poussiere Withdrawn EP1007613A1 (fr)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
DE19736906A DE19736906A1 (de) 1997-08-25 1997-08-25 Verfahren zur Herstellung von sulfatierten Fettsäurealkylenglykolestern
DE19736906 1997-08-25
DE19741911 1997-09-25
DE19741911A DE19741911C1 (de) 1997-09-25 1997-09-25 Stark schäumende Detergensgemische
DE1998106495 DE19806495C1 (de) 1998-02-17 1998-02-17 Verfahren zur Herstellung wasser- und staubfreier Aniontensidgranulate
DE19806495 1998-02-17
PCT/EP1998/005212 WO1999010459A1 (fr) 1997-08-25 1998-08-17 Procede de production de granules d'agents de surface anioniques exempts d'eau et de poussiere

Publications (1)

Publication Number Publication Date
EP1007613A1 true EP1007613A1 (fr) 2000-06-14

Family

ID=27217679

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98943891A Withdrawn EP1007613A1 (fr) 1997-08-25 1998-08-17 Procede de production de granules d'agents de surface anioniques exempts d'eau et de poussiere

Country Status (2)

Country Link
EP (1) EP1007613A1 (fr)
WO (1) WO1999010459A1 (fr)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4209339A1 (de) * 1992-03-23 1993-09-30 Henkel Kgaa Verfahren zur Herstellung rieselfähiger Wasch- und Reinigungsmittelgranulate und/oder -teilgranulate
DE4242185A1 (de) * 1992-12-15 1994-06-16 Henkel Kgaa Granulare Wasch- und Reinigungsmittel mit hohem Tensidgehalt
DE19641275C1 (de) * 1996-10-07 1998-03-12 Henkel Kgaa Verfahren zur Herstellung wasser- und staubfreier Aniontensidgranulate

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9910459A1 *

Also Published As

Publication number Publication date
WO1999010459A1 (fr) 1999-03-04

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