WO1992001772A1 - Pumpable fluid surfactant concentrate - Google Patents

Pumpable fluid surfactant concentrate Download PDF

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Publication number
WO1992001772A1
WO1992001772A1 PCT/EP1991/001325 EP9101325W WO9201772A1 WO 1992001772 A1 WO1992001772 A1 WO 1992001772A1 EP 9101325 W EP9101325 W EP 9101325W WO 9201772 A1 WO9201772 A1 WO 9201772A1
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WO
WIPO (PCT)
Prior art keywords
formula
alkyl
surfactant mixture
weight
carbon atoms
Prior art date
Application number
PCT/EP1991/001325
Other languages
German (de)
French (fr)
Inventor
Brigitte Giesen
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Filing date
Publication date
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to BR919106664A priority Critical patent/BR9106664A/en
Publication of WO1992001772A1 publication Critical patent/WO1992001772A1/en

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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
    • C11D1/835Mixtures of non-ionic with cationic 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
    • C11D1/66Non-ionic 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
    • C11D1/86Mixtures of anionic, cationic, and non-ionic 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
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • 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

Definitions

  • the present invention relates to concentrated surfactant mixtures of alkyl glycosides, ethoxylated a ides and optionally alkyl sulfates as stable, flowable and pumpable liquids and their use as premixes (compounds) for the production of liquid detergents and cleaners.
  • alkyl glycosides with long-chain alkyl groups belong to the nonionic surfactants.
  • the person skilled in the art also knows, for example in A.M. Schwartz, J.W. Perry, Surface Active Agents, Vol. I, Interscience Publishers, 1949, page 372, describe that surfactant mixtures generally have synergistic effects and often have better cleaning properties than would result from the sum of the values of the individual components.
  • Liquid agents which contain alkyl glycosides in combination with at least one common anionic surfactant and an alkanolamide are described in European patent application EP 070076. Liquid cleaning agents containing alkyl glycosides, anionic surfactants and fatty acid alkanolamides are also known from European patent application EP 216301.
  • the individual components are generally used as flowable solutions which each contain a substance or which, as premixes, so-called compounds, consist of several substances which are customary in the finished agents.
  • the components provided for the mixture into the finished agent should have the highest possible active substance content and at the same time be easy to handle, that is to say they should be as flowable and easy to pump as possible and have the highest possible storage stability.
  • Alkyl glycosides are usually obtained as highly viscous pastes.
  • the object of the present invention was to develop a storage-stable, liquid, flowable and pumpable surfactant mixture from an alkylglycoside paste. This object is achieved by an aqueous mixture of certain amounts of alkyl glycoside and ethoxylated amide.
  • the compounds according to the invention are aqueous mixtures which essentially consist of an alkyl glycoside and a synthetic nonionic surfactant in the form of an ethoxylated amide, the alkyl glycoside having the formula I,
  • R 1 is an alkyl radical with 8 to 22 C atoms
  • G is a glycose unit and n is a number between 1 and 10
  • the ethoxylated amide has the formula II
  • R 2 is an alkyl radical having 7 to 21 carbon atoms and p is a number between 3 and 11, and the compounds 30 to 70% by weight, preferably 35 to 55% by weight of water, 15 contain up to 50 wt .-%, preferably 25 to 45 wt .-% alkyl glycoside and 3 to 25 wt .-%, preferably 5 to 20 wt .-% ethoxylated amide.
  • the surfactant mixtures according to the invention preferably additionally contain 10 to 20% by weight, in particular 12 to 18% by weight, of an alkyl sulfate of the formula III,
  • R3 is an alkyl radical having 8 to 22 carbon atoms and X is an alkali metal or ammonium ion.
  • alkyl glycosides suitable for the surfactant mixtures according to the invention and their preparation are described, for example, in European Patent Applications EP 92355, EP 301 298, EP 357 969 and EP 362 671 or the US Pat. No. 3547828.
  • the glycoside components ((G) n in formula I) of such alkyl glycosides are to oligomers or polymers from naturally occurring aldose or ketose monomers, which include in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allos, idose, ribose, arabinose, xylose and lyxose.
  • the oligomers consisting of such glycosidically linked monomers are characterized not only by the type of sugar they contain, but also by their number, the so-called degree of oligomerization.
  • the degree of oligomerization (n in formula I) generally assumes fractional numerical values as the quantity to be determined analytically; it is between 1 and 10, for the alkyl glycosides preferably used below 1.5, in particular between 1.2 and 1.4.
  • the preferred monomer building block is glucose because of its good availability.
  • the alkyl glycosides can contain small amounts, for example 1 to 2%, of unreacted free fatty alcohol, which does not have a disadvantageous effect on the properties of the surfactant mixtures produced therewith.
  • the amide ethoxylates which are suitable for use in the compounds according to the invention are ethanolamide derivatives of alkanoic acids having 8 to 22 C atoms, preferably 12 to 16 C atoms.
  • the particularly suitable compounds include the ethoxylates of lauric acid, myristic acid and palmitic acid monoethanolamide.
  • the degree of N-ethoxylation of the amides (p in formula II) is between 3 and 11, preferably between 5 and 9. They can be prepared in a known manner by reacting the corresponding alkanoic acid monoethanolamides with ethylene oxide.
  • Suitable sulfates for use in the surfactant mixtures according to the invention are the sulfation products of the abovementioned alcohols.
  • the alkyl sulfates according to formula III can be prepared in a known manner by reacting the corresponding alcohol component with a conventional sulfating reagent, in particular sulfur trioxide or chlorosulfonic acid, and subsequent neutralization, preferably with alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium bases.
  • the preparation of the surfactant mixtures according to the invention presents no difficulties. It can be done easily by simply mixing the individual components, which may be present as such or preferably in aqueous solution.
  • the mixtures according to the invention are notable for their low viscosities, their easy flowability and pumpability and their high storage stability.
  • the viscosity of the compounds is generally from 1500 mPa.s to 15000 Pa.s.
  • Another advantage of the compounds according to the invention is that the improvement in the rheological properties of the alkyl glycoside pastes is achieved by the addition of compounds which are biodegradable and can be produced from renewable raw materials and which also have the properties of the surface activity which are relevant for use in end products Influence alkyl glycoside pastes such as cleaning and foaming power.
  • the compounds according to the invention can be used, directly or after dilution with water, for technical applications, for example as flotation aids or drilling fluids. However, they are preferably used as premixes for the production of liquid detergents and cleaning agents, which include, in particular, mild detergents, wool detergents and dishwashing detergents, but also shampoos. Such agents can be prepared in a simple manner by diluting the compounds with water to the desired active substance concentration. The addition of others in - 3 -
  • agents of conventional constituents in particular builder substances such as zeolites and phyllosilicates, corrosion inhibitors, bleaching agents, bleach activators, optical brighteners, enzymes, graying inhibitors, antimicrobial agents, water-miscible solvents, abrasives, foam stabilizers, preservatives, colorants, pH regulators and fragrances and additional surfactants are possible.
  • builder substances such as zeolites and phyllosilicates, corrosion inhibitors, bleaching agents, bleach activators, optical brighteners, enzymes, graying inhibitors, antimicrobial agents, water-miscible solvents, abrasives, foam stabilizers, preservatives, colorants, pH regulators and fragrances and additional surfactants are possible.
  • the surfactant mixtures M1 to M5 according to the invention characterized in Table 1 below by their composition and the compositions VI and V2 used in comparative experiments were prepared.
  • the surfactant mixtures M1 to M5 according to the invention had pH values (10% by weight aqueous solution) from 9.2 to 10.0.
  • Table 2 Viscosities (20 ° C, falling ball viscometer according to Höppler)
  • Samples of the mixtures M1 to M5 according to the invention were stored at 20 ° C. or 40 ° C. for 100 days without a change in their consistency being found.
  • the compounds could be cooled to temperatures of 10 ° C. for 30 days without any changes in viscosity after heating to room temperature compared to the freshly prepared mixtures being observed.

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  • 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)

Abstract

The concentrate disclosed consists substantially of 30-70 % by wt. of water, 15-50 % by wt. of an alkyl glucoside of the formula R1-O(G)n in which R1 is an alkyl group with 8-22 C-atoms, G is a glucose unit and n is a number between 1 and 10, 3-25 % by wt. of an ethoxylated amide of the formula R2-CO-NH-(CH¿2?CH2O)p-H in which R?2¿ is an alkyl group with 7-21 C-atoms and p is a number between 3 and 11, and optionally 10-20 % by wt. of an alkyl sulphate of the formula R3-O-SO3X in which R3 is an alkyl group with 8-22 C-atoms and X is an alkali-metal ion or the ammonium ion. Mixtures of such surfactants are fluid, pumpable compounds with a long shelf life, used preferably for the manufacture of washing or cleaning agents.

Description

"Flüssiges, fließ- und pumpfähioes Tensidkonzentrat" "Liquid, flowable and pumpable surfactant concentrate"
Die vorliegende Erfindung betrifft konzentrierte Tensidmischungen aus Alkylglykosiden, ethoxylierten A iden und gegebenenfalls Alkylsulfaten als stabile, fließ- und pumpfähige Flüssigkeiten sowie deren Verwendung als Vorgemische (Compounds) zur Herstellung von flüssigen Wasch- und Reini¬ gungsmitteln.The present invention relates to concentrated surfactant mixtures of alkyl glycosides, ethoxylated a ides and optionally alkyl sulfates as stable, flowable and pumpable liquids and their use as premixes (compounds) for the production of liquid detergents and cleaners.
Daß Alkylglykoside mit langkettigen Alkylgruppen zu den nichtionischen Tensiden gehören, ist seit langer Zeit bekannt. Ebenso weiß der Fachmann, wie zum Beispiel in A.M. Schwartz, J.W. Perry, Surface Active Agents, Vol. I, Interscience Publishers, 1949, Seite 372 beschrieben, daß Tensidmi¬ schungen in der Regel synergistische Effekte aufweisen und oft bessere Reinigungseigenschaften besitzen, als sich aus der Summe der Werte der Einzelkomponenten ergeben würde.It has long been known that alkyl glycosides with long-chain alkyl groups belong to the nonionic surfactants. The person skilled in the art also knows, for example in A.M. Schwartz, J.W. Perry, Surface Active Agents, Vol. I, Interscience Publishers, 1949, page 372, describe that surfactant mixtures generally have synergistic effects and often have better cleaning properties than would result from the sum of the values of the individual components.
Flüssige Mittel, die Alkylglykoside in Kombination mit wenigstens einem üblichen anionischen Tensid und einem Alkanolamid enthalten, werden in der europäischen Patentanmeldung EP 070076 beschrieben. Flüssige Reinigungs¬ mittel, die Alkylglykoside, Aniontenside und Fettsäurealkanolamide ent¬ halten, sind auch aus der europäischen Patentanmeldung EP 216301 bekannt.Liquid agents which contain alkyl glycosides in combination with at least one common anionic surfactant and an alkanolamide are described in European patent application EP 070076. Liquid cleaning agents containing alkyl glycosides, anionic surfactants and fatty acid alkanolamides are also known from European patent application EP 216301.
Bei der Herstellung flüssiger Wasch- und Reinigungsmittel werden die ein¬ zelnen Komponenten in der Regel als fließfähige Lösungen eingesetzt, die jeweils einen Stoff enthalten oder die als Vorgemische, sogenannte Com¬ pounds, aus mehreren in den fertigen Mitteln üblichen Stoffen bestehen. Die für die Mischung zum fertigen Mittel vorgesehenen Komponenten sollen einen möglichst hohen Aktivsubstanzgehalt aufweisen und gleichzeitig leicht handhabbar sein, das heißt, sie sollen möglichst fließfähig und leicht pumpbar sein und eine möglichst hohe Lagerstabilität besitzen. Alkylglykoside fallen normalerweise als hochviskose Pasten an.In the production of liquid detergents and cleaning agents, the individual components are generally used as flowable solutions which each contain a substance or which, as premixes, so-called compounds, consist of several substances which are customary in the finished agents. The components provided for the mixture into the finished agent should have the highest possible active substance content and at the same time be easy to handle, that is to say they should be as flowable and easy to pump as possible and have the highest possible storage stability. Alkyl glycosides are usually obtained as highly viscous pastes.
Der vorliegenden Erfindung lag die Aufgabe zugrunde, aus einer Alkylgly- kosid-Paste ein lagerstabiles, flüssiges, fließ- und pumpfähiges Tensid- gemisch zu entwickeln. Diese Aufgabe wird durch eine wäßrige Mischung aus bestimmten Mengen an Alkylglykosid und ethoxylierte Amid gelöst.The object of the present invention was to develop a storage-stable, liquid, flowable and pumpable surfactant mixture from an alkylglycoside paste. This object is achieved by an aqueous mixture of certain amounts of alkyl glycoside and ethoxylated amide.
Die erfindungsgemäßen Compounds sind wäßrige Mischungen, die im wesent¬ lichen aus einem Alkylglykosid und einem synthetischen nichtionischen Tensid in Form eines ethoxylierten Amids bestehen, wobei das Alkylglykosid die Formel I,The compounds according to the invention are aqueous mixtures which essentially consist of an alkyl glycoside and a synthetic nonionic surfactant in the form of an ethoxylated amide, the alkyl glycoside having the formula I,
Ri-OCGJn (I)Ri-OCGJn (I)
in der R1 einen Alkylrest mit 8 bis 22 C-Atomen, G eine Glykoseeinheit und n eine Zahl zwischen 1 und 10 bedeuten, und das ethoxylierte Amid die Formel II,in which R 1 is an alkyl radical with 8 to 22 C atoms, G is a glycose unit and n is a number between 1 and 10, and the ethoxylated amide has the formula II,
R2-C0-NH-(CH2CH20)p-H (II)R2-C0-NH- (CH 2 CH 2 0) p -H (II)
in der R2 einen Alkylrest mit 7 bis 21 C-Atomen und p eine Zahl zwischen 3 und 11 bedeuten, aufweist, und wobei die Compounds 30 bis 70 Gew.-%, vor¬ zugsweise 35 bis 55 Gew.-% Wasser, 15 bis 50 Gew.-%, vorzugsweise 25 bis 45 Gew.-% Alkylglykosid und 3 bis 25 Gew.-%, vorzugsweise 5 bis 20 Gew.-% ethoxyliertes Amid enthalten.in which R 2 is an alkyl radical having 7 to 21 carbon atoms and p is a number between 3 and 11, and the compounds 30 to 70% by weight, preferably 35 to 55% by weight of water, 15 contain up to 50 wt .-%, preferably 25 to 45 wt .-% alkyl glycoside and 3 to 25 wt .-%, preferably 5 to 20 wt .-% ethoxylated amide.
Vorzugsweise enthalten die erfindungsgemäßen Tensidmischungen zusätzlich 10 bis 20 Gew.- , insbesondere 12 bis 18 Gew.-%, eines Alkylsulfats der Formel III,The surfactant mixtures according to the invention preferably additionally contain 10 to 20% by weight, in particular 12 to 18% by weight, of an alkyl sulfate of the formula III,
R3-0-S03X (III)R3-0-S0 3 X (III)
in der R3 einen Alkylrest mit 8 bis 22 C-Atomen und X ein Alkali- oder Ammoniumion bedeuten.in which R3 is an alkyl radical having 8 to 22 carbon atoms and X is an alkali metal or ammonium ion.
Die für die erfindungsgemäßen Tensidmischungen geeigneten Alkylglykoside und ihre Herstellung werden zum Beispiel in den europäischen Patentanmel¬ dungen EP 92355, EP 301 298, EP 357 969 und EP 362 671 oder der US- amerikanischen Patentschrift US 3547828 beschrieben. Bei den Glykosid- ko ponenten ((G)n in Formel I) derartiger Alkylglykoside handelt es sich um Oligo- oder Polymere aus natürlich vorkommenden Aldose- oder Ketose- Monomeren, zu denen insbesondere Glucose, Mannose, Fruktose, Galaktose, Talose, Gulose, Altrose, AIlose, Idose, Ribose, Arabinose, Xylose und Lyxose gehören. Die aus derartigen glykosidisch verknüpften Monomeren be¬ stehenden Oligomere werden außer durch die Art der in ihnen enthaltenen Zucker durch deren Anzahl, den sogenannten Oligomerisierungsgrad, charak¬ terisiert. Der Oligomerisierungsgrad (n in Formel I) nimmt als analytisch zu ermittelnde Größe im allgemeinen gebrochene Zahlenwerte an; er liegt bei Werten zwischen 1 und 10, bei den vorzugsweise eingesetzten Alkylgly- kosiden unter einem Wert von 1,5, insbesondere zwischen 1,2 und 1,4. Be¬ vorzugter Monomer-Baustein ist wegen der guten Verfügbarkeit Glucose.The alkyl glycosides suitable for the surfactant mixtures according to the invention and their preparation are described, for example, in European Patent Applications EP 92355, EP 301 298, EP 357 969 and EP 362 671 or the US Pat. No. 3547828. The glycoside components ((G) n in formula I) of such alkyl glycosides are to oligomers or polymers from naturally occurring aldose or ketose monomers, which include in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allos, idose, ribose, arabinose, xylose and lyxose. The oligomers consisting of such glycosidically linked monomers are characterized not only by the type of sugar they contain, but also by their number, the so-called degree of oligomerization. The degree of oligomerization (n in formula I) generally assumes fractional numerical values as the quantity to be determined analytically; it is between 1 and 10, for the alkyl glycosides preferably used below 1.5, in particular between 1.2 and 1.4. The preferred monomer building block is glucose because of its good availability.
Der Alkylteil (R1 in Formel I) der in den erfindungsgemäßen Tensidmi¬ schungen enthaltenen Alkylglykoside stammt bevorzugt ebenfalls aus leicht zugänglichen Derivaten nachwachsender Rohstoffe, insbesondere aus Fettal¬ koholen, obwohl auch deren verzweigtkettige Isomere, insbesondere soge¬ nannte Oxoalkohole, zur Herstellung verwendbarer Alkylglykoside eingesetzt werden können. Brauchbar sind demgemäß insbesondere die primären Alkohole mit linearen Octyl-, Decyl-, Dodecyl-, Tetradecyl-, Hexadecyl- oder Octa- decylresten sowie deren Gemische. Besonders geeignete Alkylglykoside ent¬ halten einen Kokosfettalkylrest, das heißt Mischungen mit im wesentlichen R1=Dodecyl und Rl=Tetradecyl.The alkyl part (R 1 in formula I) of the alkyl glycosides contained in the surfactant mixtures according to the invention preferably also originates from easily accessible derivatives of renewable raw materials, in particular from fatty alcohols, although their branched chain isomers, in particular so-called oxo alcohols, are also suitable for the production of alkyl glycosides can be used. Accordingly, the primary alcohols with linear octyl, decyl, dodecyl, tetradecyl, hexadecyl or octa-decyl radicals and mixtures thereof are particularly useful. Particularly suitable alkyl glycosides contain a coconut fatty alkyl radical, ie mixtures with essentially R 1 = dodecyl and R 1 = tetradecyl.
Die Alkylglykoside können herstellungsbedingt geringe Mengen, beispiels¬ weise 1 bis 2 %, an nicht umgesetztem freiem Fettalkohol enthalten, was sich nicht nachteilig auf die Eigenschaften der damit hergestellten Ten¬ sidmischungen auswirkt.The alkyl glycosides can contain small amounts, for example 1 to 2%, of unreacted free fatty alcohol, which does not have a disadvantageous effect on the properties of the surfactant mixtures produced therewith.
Die für den Einsatz in den erfindungsgemäßen Compounds in Frage kommenden Amid-Ethoxylate sind Ethanolamid-Derivate von Alkansäuren mit 8 bis 22 C- Atomen, vorzugsweise 12 bis 16 C-Atomen. Zu den besonders geeigneten Ver¬ bindungen gehören die Ethoxylate von Laurinsäure-, Myristinsäure- und Palmitinsäuremonoethanolamid. Der N-Ethoxylierungsgrad der Amide (p in Formel II) liegt dabei zwischen 3 und 11, vorzugsweise zwischen 5 und 9. Sie können in bekannter Weise durch Umsetzung der entsprechenden Alkan- säuremonoethanolamide mit Ethylenoxid hergestellt werden. Als für den Einsatz in den erfindungsgemäßen Tensidmischungen geeignete Alkylsulfate kommen die Sulfatierungsprodukte der oben genannten Alkohole in Frage. Besonders geeignet sind die Derivate der Fettalkohole mit 8 bis 22 C-Atomen, insbesondere mit 12 bis 16 C-Atomen. Die Alkylsulfate gemäß Formel III können in bekannter Weise durch Reaktion der entsprechenden Alkoholkomponente mit einem üblichen Sulfatierungsreagenz, insbesondere Schwefeltrioxid oder Chlorsulfonsäure, und anschließende Neutralisation, vorzugsweise mit Alkali-, Ammonium- oder Alkyl- beziehungsweise Hydroxy- alkyl-substituierten Ammoπiumbasen, hergestellt werden.The amide ethoxylates which are suitable for use in the compounds according to the invention are ethanolamide derivatives of alkanoic acids having 8 to 22 C atoms, preferably 12 to 16 C atoms. The particularly suitable compounds include the ethoxylates of lauric acid, myristic acid and palmitic acid monoethanolamide. The degree of N-ethoxylation of the amides (p in formula II) is between 3 and 11, preferably between 5 and 9. They can be prepared in a known manner by reacting the corresponding alkanoic acid monoethanolamides with ethylene oxide. Suitable sulfates for use in the surfactant mixtures according to the invention are the sulfation products of the abovementioned alcohols. The derivatives of fatty alcohols with 8 to 22 carbon atoms, in particular with 12 to 16 carbon atoms, are particularly suitable. The alkyl sulfates according to formula III can be prepared in a known manner by reacting the corresponding alcohol component with a conventional sulfating reagent, in particular sulfur trioxide or chlorosulfonic acid, and subsequent neutralization, preferably with alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium bases.
Die Herstellung der erfindungsgemäßen Tensidmischungen bereitet keinerlei Schwierigkeiten. Sie kann problemlos durch einfaches Mischen der Einzel¬ komponenten, die als solche oder vorzugsweise in wäßriger Lösung vorliegen können, erfolgen.The preparation of the surfactant mixtures according to the invention presents no difficulties. It can be done easily by simply mixing the individual components, which may be present as such or preferably in aqueous solution.
Die erfindungsgemäßen Mischungen zeichnen sich durch ihre niedrigen Vis¬ kositäten, ihre leichte Fließfähigkeit und Pumpbarkeit und ihre hohe La¬ gerstabilität aus. Die Viskosität der Compounds liegt im allgemeinen bei 1500 mPa.s bis 15000 Pa.s.The mixtures according to the invention are notable for their low viscosities, their easy flowability and pumpability and their high storage stability. The viscosity of the compounds is generally from 1500 mPa.s to 15000 Pa.s.
Als weiterer Vorteil der erfindungsgemäßen Compounds ist zu werten, daß die Verbesserung der rheologischen Eigenschaften der Alkylglykosidpasten durch den Zusatz von Verbindungen erreicht wird, die biologisch abbaubar und aus nachwachsenden Rohstoffen herstellbar sind und die durch ihre Oberflächenaktivität auch die für den Einsatz in Endprodukten relevanten Eigenschaften der Alkylglykosidpasten, wie Reinigungs- und Schäumvermögen, positiv beeinflussen.Another advantage of the compounds according to the invention is that the improvement in the rheological properties of the alkyl glycoside pastes is achieved by the addition of compounds which are biodegradable and can be produced from renewable raw materials and which also have the properties of the surface activity which are relevant for use in end products Influence alkyl glycoside pastes such as cleaning and foaming power.
Die erfindungsgemäßen Compounds können, direkt oder nach Verdünnen mit Wasser, für technische Anwendungen, zum Beispiel als Flotationshilfsmittel oder Bohrspülungen, eingesetzt werden. Vorzugsweise werden sie jedoch als Vorgemische zur Herstellung flüssiger Wasch- und Reinigungsmittel verwen¬ det, zu denen insbesondere Feinwaschmittel, Wollwaschmittel und Geschirr¬ spülmittel, aber auch Shampoos gehören. Derartige Mittel können in ein¬ facher Weise durch Verdünnen der Compounds mit Wasser auf die gewünschte Aktivsubstanzkonzentration hergestellt werden. Die Zugabe anderer in - 3 -The compounds according to the invention can be used, directly or after dilution with water, for technical applications, for example as flotation aids or drilling fluids. However, they are preferably used as premixes for the production of liquid detergents and cleaning agents, which include, in particular, mild detergents, wool detergents and dishwashing detergents, but also shampoos. Such agents can be prepared in a simple manner by diluting the compounds with water to the desired active substance concentration. The addition of others in - 3 -
derartigen Mitteln üblicher Bestandteile, zu denen insbesondere Buil- dersubstanzen, wie Zeolithe und Schichtsilikate, Korrosionsinhibitoren, Bleichmittel, Bleichaktivatoren, optische Aufheller, Enzyme, Vergrauungsinhibitoren, antimikrobielle Wirkstoffe, wassermischbare Lö¬ sungsmittel, Abrasivmittel, Schaumstabilisatoren, Konservierungsmittel, pH-Regulatoren, Färb- und Duftstoffe sowie zusätzliche Tenside gehören, ist möglich.such agents of conventional constituents, in particular builder substances such as zeolites and phyllosilicates, corrosion inhibitors, bleaching agents, bleach activators, optical brighteners, enzymes, graying inhibitors, antimicrobial agents, water-miscible solvents, abrasives, foam stabilizers, preservatives, colorants, pH regulators and fragrances and additional surfactants are possible.
BeispieleExamples
Beispiel 1example 1
Durch einfaches Mischen der Komponenten, die als wäßrige Lösungen vorla¬ gen, wurden die nachfolgend in Tabelle 1 durch ihre Zusammensetzung cha¬ rakterisierten erfindungsgemäßen Tensidmischungen Ml bis M5 sowie die in Vergleichsversuchen verwendeten Mittel VI und V2 hergestellt.By simply mixing the components which were present as aqueous solutions, the surfactant mixtures M1 to M5 according to the invention characterized in Table 1 below by their composition and the compositions VI and V2 used in comparative experiments were prepared.
Tabelle 1 : Zusammensetzung der Tensidmischungen [Gew.-%]Table 1: Composition of the surfactant mixtures [% by weight]
Ml M2 M3 M4 M5 VI V2Ml M2 M3 M4 M5 VI V2
A 47,5 45,0 40,0 24,0 20,5 50,0 24,0A 47.5 45.0 40.0 24.0 20.5 50.0 24.0
B 5,0 10,0 20,0 6,0 20,0 -B 5.0 10.0 20.0 6.0 20.0 -
C - 16,1 13,1 - 16,1C - 16.1 13.1 - 16.1
Wasser ad 100Water ad 100
A: Ci2/14-Alkylglucosid, Oligomerisierungsgrad 1,4A: Ci2 / 14 alkyl glucoside, degree of oligomerization 1.4
B: 4-fach ethoxyliertes KokosfettsäuremonoethanolamidB: 4-fold ethoxylated coconut fatty acid monoethanolamide
C: Na-Ci2/i4-Alkylsulfat (Texapon(R) LS 35, Hersteller Henkel)C: Na-Ci2 / i4-alkyl sulfate (Texapon ( R ) LS 35, manufacturer Henkel)
Die erfindungsgemäßen Tensidmischungen Ml bis M5 besaßen pH-Werte (10 ge¬ wichtsprozentige wäßrige Lösung) von 9,2 bis 10,0. Tabelle 2 : Viskositäten (20 °C, Kugelfallviskosimeter nach Höppler)The surfactant mixtures M1 to M5 according to the invention had pH values (10% by weight aqueous solution) from 9.2 to 10.0. Table 2: Viscosities (20 ° C, falling ball viscometer according to Höppler)
Ml M2 M3 M4 M5 VI V2Ml M2 M3 M4 M5 VI V2
klar klar klar klar trüb fl. fl. fl. fl. fl.clear clear clear clear cloudy fl. fl. fl. fl. fl.
klar klar klar feste feste fl. fl. fl. Masse Masseclear clear clear firm solid fl. fl. fl. mass mass
Figure imgf000008_0001
Figure imgf000008_0001
Proben der erfindungsgemäßen Mischungen Ml bis M5 wurden 100 Tage bei 20 °C oder 40 °C gelagert, ohne daß eine Veränderung ihrer Konsistenz festgestellt wurde. Die Compounds konnten 30 Tage auf Temperaturen von 10 °C abgekühlt werden, ohne daß nach Erwärmen auf Raumtemperatur Visko¬ sitätsänderungen gegenüber den frisch hergestellten Mischungen beobachtet wurden.Samples of the mixtures M1 to M5 according to the invention were stored at 20 ° C. or 40 ° C. for 100 days without a change in their consistency being found. The compounds could be cooled to temperatures of 10 ° C. for 30 days without any changes in viscosity after heating to room temperature compared to the freshly prepared mixtures being observed.
Beispiel 2: ReinigungsleistungExample 2: Cleaning performance
Durch Verdünnen mit Wasser wurden aus den Mischungen Ml bis M5, VI und V2 Lösungen hergestellt, die jeweils 0,15 Gramm Aktivsubstanz pro Liter Lö¬ sung enthielten. Zur Demonstration der Reinigungsleistung wurde der von H.-J. Lehmann in "Fette, Seifen, Anstrichmittel", 74 (1972), 163, be¬ schriebene Tellertest durchgeführt. Es wurde mit Wasserhärten von 3°d (30mg CaO/Liter) und 16°d (160 mg CaO/Liter) bei 50 °C und mit Rindertalg (2g/Teller) gearbeitet; die angeschmutzten Teller wurden nach 24 Stunden Lagerung bei Raumtemperatur mittels einer rotierenden Spülbürste gespült. Dabei war die Reinigungsleistung der erfindungsgemäßen Compounds derjeni¬ gen der Vergleichsmischungen in allen Fällen überlegen. By dilution with water, solutions were prepared from the mixtures Ml to M5, VI and V2, each containing 0.15 gram of active substance per liter of solution. To demonstrate the cleaning performance, the one by H.-J. Lehmann in "Fette, Seifen, Anstrichmittel", 74 (1972), 163, described plate test. It worked with water hardness of 3 ° d (30 mg CaO / liter) and 16 ° d (160 mg CaO / liter) at 50 ° C and with beef tallow (2 g / plate); the soiled plates were rinsed after 24 hours of storage at room temperature using a rotating dish brush. The cleaning performance of the compounds according to the invention was superior to that of the comparative mixtures in all cases.

Claims

Patentansprüche Claims
1. Wäßrige, fließfähige und pumpbare Tensidmischung, enthaltend ein Alkylglykosid und ein synthetisches nichtionisches Tensid, dadurch gekennzeichnet, daß sie im wesentlichen besteht aus1. Aqueous, flowable and pumpable surfactant mixture containing an alkyl glycoside and a synthetic nonionic surfactant, characterized in that it consists essentially of
30 bis 70 Gew.-% Wasser,30 to 70% by weight of water,
15 bis 50 Gew.-% eines Alkylglykosids der Formel I,15 to 50% by weight of an alkyl glycoside of the formula I,
Figure imgf000009_0001
Figure imgf000009_0001
in der R1 einen Alkylrest mit 8 bis 22 C-Atomen, G eine Glykose-Ein- heit und n eine Zahl zwischen 1 und 10 bedeuten, und 3 bis 25 Gew.-% eines ethoxylierten Amids der Formel II,in which R 1 is an alkyl radical having 8 to 22 carbon atoms, G is a glycose unit and n is a number between 1 and 10, and 3 to 25% by weight of an ethoxylated amide of the formula II,
R2-C0-NH-(CH2CH20)p-H (II)R2-C0-NH- (CH 2 CH 2 0) pH (II)
in der R2 einen Alkylrest mit 7 bis 21 C-Atomen und p eine Zahl zwi¬ schen 3 und 11 bedeuten.in which R2 is an alkyl radical having 7 to 21 carbon atoms and p is a number between 3 and 11.
2. Tensidmischung nach Anspruch 1, dadurch gekennzeichnet, daß sie 35 bis 55 Gew.-% Wasser, 25 bis 45 Gew.-% Alkylglykosid gemäß Formel I und 5 bis 20 Gew.-% ethoxyliertes Amid gemäß Formel II enthält.2. Surfactant mixture according to claim 1, characterized in that it contains 35 to 55 wt .-% water, 25 to 45 wt .-% alkyl glycoside according to formula I and 5 to 20 wt .-% ethoxylated amide according to formula II.
3. Tensidmischung nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß sie zusätzlich3. surfactant mixture according to claim 1 or 2, characterized in that it additionally
10 bis 20 Gew.-%, insbesondere 12 bis 18 Gew.-%, eines Alkylsulfats der Formel III,10 to 20% by weight, in particular 12 to 18% by weight, of an alkyl sulfate of the formula III,
Figure imgf000009_0002
Figure imgf000009_0002
in der R3 einen Alkylrest mit 8 bis 22 C-Atomen und X ein Alkali- oder Ammoniumion bedeuten, enthält.in which R3 is an alkyl radical having 8 to 22 carbon atoms and X is an alkali metal or ammonium ion.
4. Tensidmischung nach einem der Ansprüche 1 bis 3, dadurch gekennzeich¬ net, daß das Alkylglykosid der Formel (I) einen Oligomerisierungsgrad n unter 1,5, vorzugsweise von 1,2 bis 1,4, besitzt. 4. surfactant mixture according to any one of claims 1 to 3, characterized gekennzeich¬ net that the alkyl glycoside of formula (I) has a degree of oligomerization n below 1.5, preferably from 1.2 to 1.4.
5. Tensidmischung nach einem der Ansprüche 1 bis 4, dadurch gekennzeich¬ net, daß das Alkylglykosid der Formel (I) ein Alkylglucosid ist.5. Surfactant mixture according to one of claims 1 to 4, characterized gekennzeich¬ net that the alkyl glycoside of formula (I) is an alkyl glucoside.
6. Tensidmischung nach einem der Ansprüche 1 bis 5, dadurch gekennzeich¬ net, daß das ethoxylierte Amid der Formel (II) einen Alkylrest R2 mit 12 bis 16 C-Atomen besitzt.6. surfactant mixture according to any one of claims 1 to 5, characterized gekennzeich¬ net that the ethoxylated amide of formula (II) has an alkyl radical R 2 having 12 to 16 carbon atoms.
7. Tensidmischung nach einem der Ansprüche 1 bis 6, dadurch gekennzeich¬ net, daß das ethoxylierte Amid der Formel (II) einen N- Ethoxylierungsgrad p von 5 bis 9 besitzt.7. surfactant mixture according to one of claims 1 to 6, characterized gekennzeich¬ net that the ethoxylated amide of formula (II) has an N-ethoxylation degree p of 5 to 9.
8. Tensidmischung nach einem der Ansprüche 3 bis 7, dadurch gekennzeich¬ net, daß das Alkylsulfat der Formel (III) einen Alkylrest R3 mit 12 bis 16 C-Atomen besitzt.8. surfactant mixture according to one of claims 3 to 7, characterized gekennzeich¬ net that the alkyl sulfate of formula (III) has an alkyl radical R3 having 12 to 16 carbon atoms.
9. Verwendung der Tensidmisch: ">g nach einem der Ansprüche 1 bis 8 als lagerstabiles, ließfähiges pumpbares Vorgemisch für die Herstellung von flüssigen Wasch- oder Reinigungsmitteln. 9. Use of the surfactant mixture: "> g according to one of claims 1 to 8 as a storage-stable, letable pumpable premix for the production of liquid detergents or cleaning agents.
PCT/EP1991/001325 1990-07-23 1991-07-15 Pumpable fluid surfactant concentrate WO1992001772A1 (en)

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Cited By (5)

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Publication number Priority date Publication date Assignee Title
WO1993020171A1 (en) * 1992-04-02 1993-10-14 Henkel Kommanditgesellschaft Auf Aktien Low foaming aqueous detergent mixtures
DE4414815A1 (en) * 1994-04-28 1995-11-02 Henkel Kgaa Stabilised conc. aq. sugar surfactant paste useful as detergent
US6235703B1 (en) 1996-04-02 2001-05-22 Lever Brothers, Division Of Conopco, Inc. Surfactant blends, processes for preparing them and particulate detergent compositions containing them
WO2013160216A1 (en) * 2012-04-25 2013-10-31 Akzo Nobel Chemicals International B.V. The use of an ethoxylated alkanolamide as a hydrotrope for an alkylene oxide adduct of an alcohol
WO2018206475A1 (en) 2017-05-11 2018-11-15 Basf Se Concentrated surfactant and method of forming

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CN105062705A (en) * 2015-08-14 2015-11-18 浙江赞宇科技股份有限公司 Anhydrous ethoxylated alkyl sulfate concentrate as well as preparation method and device thereof

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EP0070076A2 (en) * 1981-07-13 1983-01-19 THE PROCTER & GAMBLE COMPANY Foaming dishwashing liquid compositions
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EP0189225A2 (en) * 1985-01-22 1986-07-30 The Procter & Gamble Company Built liquid detergent containing anionic, ethoxylated nonionic and amide surfactants
EP0216301A2 (en) * 1985-09-25 1987-04-01 Henkel Kommanditgesellschaft auf Aktien Liquid cleaning agent
EP0341071A2 (en) * 1988-05-06 1989-11-08 Unilever Plc Detergent compositions
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SU757594A1 (en) * 1978-10-02 1980-08-23 Mo I Inzh Selskokhozyajs Detergent for cleaning metallic surface
EP0070076A2 (en) * 1981-07-13 1983-01-19 THE PROCTER & GAMBLE COMPANY Foaming dishwashing liquid compositions
GB2116579A (en) * 1982-01-07 1983-09-28 Albright & Wilson Composition and method for cleaning hydrocarbon oil from hard surfaces
EP0189225A2 (en) * 1985-01-22 1986-07-30 The Procter & Gamble Company Built liquid detergent containing anionic, ethoxylated nonionic and amide surfactants
EP0216301A2 (en) * 1985-09-25 1987-04-01 Henkel Kommanditgesellschaft auf Aktien Liquid cleaning agent
EP0341071A2 (en) * 1988-05-06 1989-11-08 Unilever Plc Detergent compositions
EP0374702A2 (en) * 1988-12-19 1990-06-27 Kao Corporation Detergent composition

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993020171A1 (en) * 1992-04-02 1993-10-14 Henkel Kommanditgesellschaft Auf Aktien Low foaming aqueous detergent mixtures
DE4414815A1 (en) * 1994-04-28 1995-11-02 Henkel Kgaa Stabilised conc. aq. sugar surfactant paste useful as detergent
US6235703B1 (en) 1996-04-02 2001-05-22 Lever Brothers, Division Of Conopco, Inc. Surfactant blends, processes for preparing them and particulate detergent compositions containing them
WO2013160216A1 (en) * 2012-04-25 2013-10-31 Akzo Nobel Chemicals International B.V. The use of an ethoxylated alkanolamide as a hydrotrope for an alkylene oxide adduct of an alcohol
WO2018206475A1 (en) 2017-05-11 2018-11-15 Basf Se Concentrated surfactant and method of forming

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