EP0750034B1 - 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
EP0750034B1
EP0750034B1 EP96109168A EP96109168A EP0750034B1 EP 0750034 B1 EP0750034 B1 EP 0750034B1 EP 96109168 A EP96109168 A EP 96109168A EP 96109168 A EP96109168 A EP 96109168A EP 0750034 B1 EP0750034 B1 EP 0750034B1
Authority
EP
European Patent Office
Prior art keywords
alkyl
weight
surfactant composition
alkylglycosides
composition based
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP96109168A
Other languages
German (de)
English (en)
Other versions
EP0750034A3 (fr
EP0750034A2 (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 Operations GmbH
Original Assignee
TH Goldschmidt AG
Goldschmidt GmbH
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, Goldschmidt GmbH 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 a 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 nonionic surfactants that result from their good detergent properties and high environmental compatibility to an ever increasing extent in detergents, dishwashing detergents and cleaning agents have found.
  • alkyl glucosides For this purpose it is necessary to use alkyl glucosides over certain Periods, for example, as aqueous solutions or pastes available to hold and store until final processing takes place.
  • aqueous alkyl glucosides show a strong tendency to crystallize, form during storage under ambient conditions over time, containing water of crystallization Agglomerates that increase the pumpability of the products greatly decrease.
  • alkyl glucosides are therefore usually carried out not at room temperature, but at temperatures of at least 35 ° C. In this way, crystallization of the Preparations are largely prevented by storage increased temperature is associated with additional effort and can also seriously affect the color quality of the products.
  • WO-A-93/20179 describes detergent mixtures of short-chain alkyl polyglucosides, fatty alcohol alkoxylates with an HLB value greater than 10, a C 8 -C 22 fatty acid and water and, if appropriate, auxiliaries customary in all-purpose cleaners.
  • the mixtures are said to have low foaming power and are used as cleaning agents for hard surfaces.
  • EP-A-0 510 870 also describes cleaning agents for hard Surfaces that, in addition to alkyl glycosides and. a. also fatty acids contain.
  • the object of the invention was therefore to concentrate Surfactant composition based on alkyl glucosides to find when storing the glucosides at temperatures below 35 ° C is possible without the pumpability of the Products affected by the formation of crystalline agglomerates becomes.
  • 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 made from fatty alcohols and reducing sugars can be obtained (see e.g. EP-A1-0 301 298 and WO 90/3977).
  • the alkylglycosides can differ 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, d. 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 connection the value p for an alkyl glucoside determined analytically arithmetical size, usually a fractional number represents.
  • Alkyl glucosides with a medium Degree of oligomerization p used from 1.1 to 3.0. For application technology In view of such alkyl glucosides are preferred, whose degree of oligomerization is less than 1.7 and in particular is 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, natural fatty acid compositions, such as coconut fatty acid or palm kernel fatty acid, are preferred.
  • a higher proportion with the average chain length is preferred from 12 to 14 carbon atoms.
  • the mixture as an alkali or electrolyte Alkaline earth metal halides added usually sodium chloride is used.
  • the electrolyte is in solid form or also out concentrated aqueous solution added. This can be done to anyone When the mixture is made, if necessary preferably before a final adjustment of the pH the preparation.
  • the pH of the preparation is added a mineral acid or an organic acid adjusted to a pH of ⁇ 8, preferably ⁇ 6.
  • Preferred acids are phosphoric acid, hydrochloric acid, sulfuric acid, Tartaric acid, citric acid and lactic acid.
  • the mixtures according to the invention can be obtained by simple mixing made from commercially available alkyl glucoside solutions and fatty acids become. Mixing can be at room temperature or at to achieve a lower viscosity with a slightly higher viscosity Temperature from 30 to 80 ° C take place. The mixtures can naturally also from solid raw materials by dissolving in water getting produced.
  • the preparations according to the invention are generally stable against microbial infestation. This applies particularly to pH values of ⁇ 6. They can be found in their microbiological stability by adding alkali or alkaline earth halides be improved.
  • the surfactant compositions according to the invention are stable on storage and show no tendency towards crystallization. You point have an excellent surfactant effect and excellent dirt-removing and skin-friendly properties. They are suitable for the production of washing, rinsing and Detergents and hair and body care products, in which they are usually available in amounts of 3 to 30% ( on the aqueous preparation) are used.
  • a dry alkyl glucoside containing about 4% by weight water is dissolved in water, so that a solution with 50 wt .-% solids arises.
  • the pH of the solution is 7.
  • the solution is divided and in sealed vessels at temperatures stored at 20 and 40 ° C.
  • the one stored at 20 ° C Sample is white and solid after 14 days, while at 40 ° C stored sample is still liquid even after 6 months of storage. However, it has become much darker during storage colored.
  • 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 in sealed vessels at temperatures stored at 20 and 40 ° C for 6 months. Samples are homogeneous and flowable after this storage period; in no one the samples are subject to crystal formation or precipitation formation detect.
  • 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 a microbiological stress test according to DAB 10 (German Pharmacopoeia). In In this test, the preparation proves to be microbiological 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)

Claims (1)

  1. Composition tensioactive stable à l'entreposage, concentrée, aqueuse, contenant
    a) 40 à 75% en poids d'alkylglycosides de formule R1O-[G]p
    R1
    signifie un radical alkyle comprenant 6 à 22 atomes de carbone, en particulier 12 à 18 atomes de carbone, au moins 50% des radicaux R1 présentant 12 atomes de carbone ou plus, et
    G
    est le radical glycoside et
    p
    est un nombre de 1 à 3,
    b) 1 à 15% en poids d'acide gras,
    c) 0 à 5% en poids d'électrolyte à partir d'halogénures alcalins ou alcalino-terreux ainsi que
    d) 5 à 59% en poids d'eau.
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 EP0750034A2 (fr) 1996-12-27
EP0750034A3 EP0750034A3 (fr) 1997-03-05
EP0750034B1 true 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 (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6391319B1 (en) 1997-06-06 2002-05-21 Beiersdorf Ag Cosmetic and dermatological emulsions comprising alkyl glucosides and increased electrolyte concentrations
WO2003039498A2 (fr) * 2001-11-07 2003-05-15 Beiersdorf Ag Utilisation de glucosides d'alkyle pour obtenir ou augmenter la selectivite de preparations nettoyantes

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19901062A1 (de) * 1999-01-14 2000-07-20 Cognis Deutschland Gmbh Verfahren zur Kristallisationsinhibierung von Tensidkonzentraten
ES2362307T3 (es) * 2007-10-10 2011-07-01 Cognis Ip Management Gmbh Procedimiento para la obtención de agentes líquidos de lavado.
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
EP4370636A1 (fr) * 2021-07-16 2024-05-22 Basf Se Prémélange comprenant un polyglycoside d'alkyle destiné à être utilisé dans la préparation d'une formulation de détergent liquide

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
US6391319B1 (en) 1997-06-06 2002-05-21 Beiersdorf Ag Cosmetic and dermatological emulsions comprising alkyl glucosides and increased electrolyte concentrations
WO2003039498A2 (fr) * 2001-11-07 2003-05-15 Beiersdorf Ag Utilisation de glucosides d'alkyle pour obtenir ou augmenter la selectivite de preparations nettoyantes
WO2003039498A3 (fr) * 2001-11-07 2003-09-12 Beiersdorf Ag Utilisation de glucosides d'alkyle pour obtenir ou augmenter la selectivite de preparations nettoyantes

Also Published As

Publication number Publication date
EP0750034A3 (fr) 1997-03-05
US5941812A (en) 1999-08-24
DE59606611D1 (de) 2001-04-26
EP0750034A2 (fr) 1996-12-27
ES2157368T3 (es) 2001-08-16
JPH093498A (ja) 1997-01-07

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