EP0750034A2 - Composition tensioactive concentrée stable au stockage à base d'alkylglycosides - Google Patents

Composition tensioactive concentrée stable au stockage à base d'alkylglycosides Download PDF

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Publication number
EP0750034A2
EP0750034A2 EP96109168A EP96109168A EP0750034A2 EP 0750034 A2 EP0750034 A2 EP 0750034A2 EP 96109168 A EP96109168 A EP 96109168A EP 96109168 A EP96109168 A EP 96109168A EP 0750034 A2 EP0750034 A2 EP 0750034A2
Authority
EP
European Patent Office
Prior art keywords
alkyl
weight
surfactant composition
carbon atoms
concentrated
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.)
Granted
Application number
EP96109168A
Other languages
German (de)
English (en)
Other versions
EP0750034B1 (fr
EP0750034A3 (fr
Inventor
Burghard Dr. Grüning
Christian Dr. Weitemeyer
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.)
Evonik Goldschmidt GmbH
Original Assignee
TH Goldschmidt AG
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
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Application filed by TH Goldschmidt AG filed Critical TH Goldschmidt AG
Publication of EP0750034A2 publication Critical patent/EP0750034A2/fr
Publication of EP0750034A3 publication Critical patent/EP0750034A3/fr
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • 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
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • 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
    • C11D1/04Carboxylic acids or salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • 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
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/905Agent composition per se for colloid system making or stabilizing, e.g. foaming, emulsifying, dispersing, or gelling
    • Y10S516/917The agent contains organic compound containing oxygen
    • Y10S516/919The compound contains -C[=O]OH or salt thereof

Definitions

  • the invention relates to a storage-stable, concentrated surfactant composition based on alkyl glucosides with the addition of fatty acids as a stabilizing agent.
  • Alkyl glucosides are known substances. They correspond to the general formula RO- [G] p in which R is derived from a fatty alcohol residue and G stands for the glucose residue. One or more glucose residues can be bound to a fatty alcohol residue, which results in an average degree of oligomerization p via the glucose units. In the literature, the terms alkyl polyglucoside and alkyl oligoglucoside are therefore used for this product group.
  • Alkyl glucosides are important non-ionic surfactants, which have found their way into detergents, dishwashing detergents and cleaning agents due to their good detergent properties and high environmental compatibility.
  • alkyl glucosides available for a certain period of time, for example as aqueous solutions or pastes, until they are finished.
  • aqueous alkyl glucosides show a strong tendency to crystallize, water containing crystals form over time when stored under ambient conditions Agglomerates that greatly reduce the pumpability of the products.
  • alkyl glucosides are therefore not stored at room temperature, but at temperatures of at least 35 ° C. In this way, crystallization of the preparation can largely be prevented, but storage at elevated temperature is associated with additional effort and can also severely impair the color quality of the products.
  • Crystallization moderators “proposed, such as alkyl oligoglycosides based on short-chain alcohols, polyethylene glycol or iron (III) ions, but which have the disadvantage that they impair the surfactant properties or the color.
  • the object of the invention was therefore to find a concentrated surfactant composition based on alkyl glucosides, in which the glucosides can be stored at temperatures below 35 ° C. without the pumpability of the products being impaired by the formation of crystalline agglomerates.
  • At least 50% of the radicals R 1 have 12 or more carbon atoms.
  • a preferred alkyl residue distribution in the alkyl glucoside is C 8 ⁇ 3% C 10 ⁇ 3% C 12 50 to 100% C 14 10 to 40% C 16 0 to 15% C 18 0 to 10%
  • alkyl glycosides are known substances which can be obtained from fatty alcohols and reducing sugars (see, for example, EP-A1-0 301 298 and WO 90/3977).
  • the alkyl glycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose. Only the alkyl glucosides have gained technical importance.
  • the index number p in the general formula (I) indicates the degree of oligomerization, i.e. H. the distribution of mono- and oligoglucosides, and stands for a number between 1 and 3. While p must always be an integer in a given compound, the value p for a certain alkyl glucoside is an analytically determined arithmetic quantity, which usually represents a fractional number . Alkyl glucosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, those alkyl glucosides are preferred whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.6.
  • the alkyl radical R 1 can be derived from primary alcohols having 4 to 22, preferably 12 to 14, carbon atoms. They are typically available as technical mixtures.
  • Suitable fatty acids are natural or synthetic fatty acids with 8 to 18 carbon atoms, with natural fatty acid compositions such as coconut fatty acid or palm kernel fatty acid being preferred.
  • a higher proportion with an average chain length of 12 to 14 carbon atoms is preferred.
  • alkali metal or alkaline earth metal halides are added to the mixture as electrolyte, sodium chloride usually being used.
  • the electrolyte is added in solid form or from a concentrated aqueous solution. This can be done at any time during the preparation of the mixture, if appropriate preferably before finally adjusting the pH of the preparation.
  • the pH of the preparation is finally adjusted to a pH of ⁇ 8, preferably ⁇ 6, by adding a mineral acid or an organic acid.
  • Preferred acids are phosphoric acid, hydrochloric acid, sulfuric acid, tartaric acid, citric acid and lactic acid.
  • the mixtures according to the invention can be prepared by simply mixing commercially available alkyl glucoside solutions and fatty acids. Mixing can take place at room temperature or, in order to achieve a lower viscosity, at a slightly elevated temperature of 30 to 80 ° C.
  • the mixtures can of course also be prepared from solid starting materials by dissolving them in water.
  • the preparations according to the invention are generally resistant to microbial attack. This applies in particular at pH values of ⁇ 6. Their microbiological stability can be further improved by adding alkali or alkaline earth metal halides.
  • the surfactant compositions according to the invention are stable on storage and show no tendency towards crystallization. They have an excellent surfactant effect and have excellent dirt-removing and skin-friendly properties. They are suitable for the production of detergents, dishwashing detergents and cleaning products, as well as hair and body care products, in which they are usually used in amounts of 3 to 30% (based on the aqueous preparation).
  • ingredients such as cosurfactants, builders, dyes, viscosity regulators and fragrances can be added.
  • a dry alkyl glucoside which contains about 4% by weight of water, is dissolved in water, so that a solution with 50% by weight of solids is formed.
  • the pH of the solution is 7.
  • the solution is divided and stored in closed vessels at temperatures of 20 and 40 ° C.
  • the sample stored at 20 ° C is white and solid after 14 days, while the one at 40 ° C stored sample is still liquid even after 6 months of storage. However, it has turned much darker during storage.
  • a solution is prepared from the dry alkyl glucoside described in the comparative example presented above, coconut fatty acid, water and a little aqueous, concentrated sodium hydroxide solution, which is composed as follows (% by weight): Alkyl glucoside: 60% Water: 35% hardened coconut fatty acid: 5% Sodium hydroxide solution up to pH 7
  • the solution is divided and stored in closed vessels at temperatures of 20 and 40 ° C for 6 months. After this storage period, the samples are homogeneous and flowable; no crystal formation or precipitation can be seen in any of the samples.
  • a solution is prepared from a dry alkyl glucoside containing about 3% by weight of water, lauric acid, water, aqueous, concentrated hydrochloric acid and sodium chloride, which is composed as follows (% by weight): Alkyl glucoside: 41.8% Water: 49.0% Lauric acid: 7.2% Sodium chloride: 2.0% Hydrochloric acid up to pH 5
  • the solution is also subjected to a microbiological load test according to DAB 10 (German Pharmacopoeia). In this test, the preparation proves to be microbiologically stable.

Landscapes

  • Chemical & Material Sciences (AREA)
  • 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)
  • Detergent Compositions (AREA)
  • Saccharide Compounds (AREA)
  • Cosmetics (AREA)
EP96109168A 1995-06-20 1996-06-07 Composition tensioactive concentrée stable au stockage à base d'alkylglycosides Expired - Lifetime EP0750034B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19522233 1995-06-20
DE19522233 1995-06-20

Publications (3)

Publication Number Publication Date
EP0750034A2 true EP0750034A2 (fr) 1996-12-27
EP0750034A3 EP0750034A3 (fr) 1997-03-05
EP0750034B1 EP0750034B1 (fr) 2001-03-21

Family

ID=7764710

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96109168A Expired - Lifetime EP0750034B1 (fr) 1995-06-20 1996-06-07 Composition tensioactive concentrée stable au stockage à base d'alkylglycosides

Country Status (5)

Country Link
US (1) US5941812A (fr)
EP (1) EP0750034B1 (fr)
JP (1) JPH093498A (fr)
DE (1) DE59606611D1 (fr)
ES (1) ES2157368T3 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0884048A1 (fr) * 1997-06-06 1998-12-16 Beiersdorf Aktiengesellschaft Emulsions cosmétiques et dermatologiques contenant des alkylglucosides et des concentrations élevées d'électrolytes
WO2000042141A1 (fr) * 1999-01-14 2000-07-20 Cognis Deutschland Gmbh Procede pour inhiber la cristallisation de concentres tensioactifs
EP2048220A1 (fr) * 2007-10-10 2009-04-15 Cognis IP Management GmbH Procédé de fabrication de produits de lavage liquides

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005526700A (ja) * 2001-11-07 2005-09-08 バイヤースドルフ・アクチエンゲゼルシヤフト 清浄化調製物の選択性を得るためもしくは高めるためのアルキルグルコシドの使用
JP5386113B2 (ja) * 2008-06-05 2014-01-15 花王株式会社 無機粉の分離促進剤組成物
MX2024000557A (es) * 2021-07-16 2024-02-06 Basf Se Una premezcla que comprende alquilpoliglucosido para usar en la preparacion de una formulacion de detergente liquido.

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2754359C2 (de) * 1977-12-07 1986-11-20 Basf Ag, 6700 Ludwigshafen Verfahren zur Herstellung stark alkalischer, wäßriger und Lösungsvermittler enthaltender Lösungen nicht-ionischer Tenside
US4240921A (en) * 1979-03-28 1980-12-23 Stauffer Chemical Company Liquid cleaning concentrate
US4565647B1 (en) * 1982-04-26 1994-04-05 Procter & Gamble Foaming surfactant compositions
US4683074A (en) * 1985-04-26 1987-07-28 A. E. Staley Manufacturing Company Stability and compatibility of glycosides in acid systems
DE3723826A1 (de) * 1987-07-18 1989-01-26 Henkel Kgaa Verfahren zur herstellung von alkylglykosiden
DE3833780A1 (de) * 1988-10-05 1990-04-12 Henkel Kgaa Verfahren zur direkten herstellung von alkylglykosiden
DE4005959A1 (de) * 1990-02-26 1991-08-29 Huels Chemische Werke Ag Fluessiges, schaeumendes reinigungsmittel
DE4110506A1 (de) * 1991-03-30 1992-10-01 Huels Chemische Werke Ag Emulgatoren zur herstellung von in der kosmetik oder medizin verwendbaren oel-in-wasser-emulsionen etherischer oele
GB9207637D0 (en) * 1991-04-24 1992-05-27 Kao Corp Milky detergent composition for hard surfaces
DE4210365C2 (de) * 1992-03-30 1995-06-08 Henkel Kgaa Verwendung von Reinigungsmitteln für harte Oberflächen
DE4215390A1 (de) * 1992-05-11 1993-11-18 Basf Ag Verwendung eines Solubilisatorgemisches zur Herstellung stark alkalischer, wäßriger Lösungen nicht-ionischer Tenside
DE4225224A1 (de) * 1992-07-30 1994-02-03 Henkel Kgaa Verfahren zur Herstellung von lagerstabilen nichtionischen Tensiden
US5308531A (en) * 1992-08-31 1994-05-03 Henkel Corporation Pine-oil containing hard surface cleaning composition
US6071429A (en) * 1992-09-21 2000-06-06 Henkel Corporation Viscosity-stabilized amide composition, methods of preparing and using same
US5352376A (en) * 1993-02-19 1994-10-04 Ecolab Inc. Thermoplastic compatible conveyor lubricant
US5534500A (en) * 1993-09-13 1996-07-09 Henkel Corporation Process for preparing surfactant mixtures having high solids content
US5567808A (en) * 1994-11-10 1996-10-22 Henkel Corporation Alkyl polyglycosides having improved aesthetic and tactile properties
US5783553A (en) * 1994-11-10 1998-07-21 Henkel Corporation Alkyl polyglycosides having improved aesthetic and tactile properties

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0884048A1 (fr) * 1997-06-06 1998-12-16 Beiersdorf Aktiengesellschaft Emulsions cosmétiques et dermatologiques contenant des alkylglucosides et des concentrations élevées d'électrolytes
WO2000042141A1 (fr) * 1999-01-14 2000-07-20 Cognis Deutschland Gmbh Procede pour inhiber la cristallisation de concentres tensioactifs
EP2048220A1 (fr) * 2007-10-10 2009-04-15 Cognis IP Management GmbH Procédé de fabrication de produits de lavage liquides

Also Published As

Publication number Publication date
JPH093498A (ja) 1997-01-07
DE59606611D1 (de) 2001-04-26
ES2157368T3 (es) 2001-08-16
EP0750034B1 (fr) 2001-03-21
US5941812A (en) 1999-08-24
EP0750034A3 (fr) 1997-03-05

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