EP0224167A2 - Use of polyglycol dialkyl ethers as viscosity regulators for aqueous solutions containing anionic surface-active agents - Google Patents
Use of polyglycol dialkyl ethers as viscosity regulators for aqueous solutions containing anionic surface-active agents Download PDFInfo
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- EP0224167A2 EP0224167A2 EP86115923A EP86115923A EP0224167A2 EP 0224167 A2 EP0224167 A2 EP 0224167A2 EP 86115923 A EP86115923 A EP 86115923A EP 86115923 A EP86115923 A EP 86115923A EP 0224167 A2 EP0224167 A2 EP 0224167A2
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- general formula
- viscosity
- viscosity regulators
- anionic surfactant
- dialkyl ethers
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
- C11D1/721—End blocked ethers
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
Definitions
- the invention relates to the use of polyglycol dialkyl ethers as viscosity regulators for aqueous anionic surfactant solutions.
- Surfactant / water systems from which the body cleansers (hair shampoos, foam baths, shower baths, hand washing pastes) that essentially belong to the group of cosmetic preparations, essentially contain anionic surfactants, for example alkyl ether sulfates, as the main surfactant component.
- anionic surfactants for example alkyl ether sulfates
- the main reasons for their use are good cleaning and foaming properties.
- stabilizing disperse systems e.g. Pearlescent agents, and better handling when using solutions containing such anionic surfactants, thickeners are added during production.
- a large number of compounds are known from the prior art as agents for increasing the viscosity of formulations containing anionic surfactants.
- the easiest and the cheapest solution to regulate the viscosity of solutions containing anionic surfactants is to add table salt or other electrolytes. This drastically changes the charge ratios in the solutions, ultimately allowing the association of surfactant micelles, ie the formation of very large micelles is promoted. This leads to an increase in viscosity.
- Combinations of electrolytes, for example sodium chloride, with alkanolamides are also used as thickeners. It is disadvantageous that they tend to hydrolize when amine is released.
- Hydroxyethyl cellulose or fatty acid polyglycol esters are also used as thickeners.
- US Pat. No. 3,957,970 describes shampoos which contain polyethylene glycol distearate as a viscosity-regulating agent.
- Fatty acid polyglycol esters show useful behavior as viscosity regulators of formulations containing anionic surfactants, but are successively hydrolyzed into fatty acid and polyglycol in aqueous solutions. Therefore, they cannot maintain their thickening effect for a long time.
- Fatty alcohol ethoxylates have also been investigated as viscosity regulators for surfactant solutions, but also have the disadvantage of not guaranteeing a satisfactory thickening of solutions containing anionic surfactants.
- the invention therefore relates to the use of polyglycol dialkyl ethers of the general formula (I) R1-O (CH2-CH2-O) n R2 (I) in which R1 and R2 may be the same or different and stand for straight-chain or branched alkyl or alkenyl radicals having 8 to 22 carbon atoms and n for numbers from 10 to 70, as viscosity regulators for aqueous anionic surfactant solutions alone or in any mixtures with known as viscosity regulators , compounds used in anionic surfactant solutions.
- the polyglycol dialkyl ethers of the general formula (I) used according to the invention contain at their ends two alkyl or alkenyl radicals R 1 and R 2, which can be the same or different, and stand for straight-chain or branched radicals with 8 to 22 carbon atoms.
- the two radicals R 1 and R 2 are generally different and, in particular in the case of compounds accessible from native sources, are preferably straight-chain alkyl or alkenyl radicals in the specified C number range.
- n-alkyl or alkenyl radicals from the group octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, octadecenyl, nonadecyl, eicosanyl, uneicosanyl or docosanyl. From this group, the residues of the higher chain lengths, for example with 14 to 22 carbon atoms, are particularly preferred.
- n in the general formula (I) for the polyglycol dialkyl ethers used according to the invention is in the range from 10 to 70, preferably in the range from 30 to 50. This is to be understood as the average degree of ethoxylation.
- polyglycol dialkyl ethers of the general formula (I) used according to the invention are known as such and are also industrially produced by synthesis methods known per se. This can take place, for example, in that fatty alcohol ethoxylates of the general formula (II) R1-O (CH2-CH2-O) n H (II) in which R1 and n have the meanings given above, with alkyl halides R2X (III) in which R2 can have the meanings given above and X can stand for Cl, Br or I, are reacted in the presence of alkali.
- the fatty alcohol ethoxylates of the general formula (II) are reacted in a manner known per se from fatty alcohols and ethylene oxide in the desired molar ratio, which is then reflected in the size of n in the general formulas (I) and (II).
- Native or synthetic alkanols can be used as fatty alcohols, not only the pure compounds to be mentioned as the starting alcohol, but also the fatty alcohol mixtures accessible from native sources, the alkyl radicals with C numbers in one more or less narrow range. As such, for example, alcohols from tallow fat cleavage ("tallow alcohols”) are to be understood.
- the polyglycol dialkyl ethers of the general formula (I) used according to the invention can be used as viscosity regulators in aqueous anionic surfactant solutions alone or in any mixtures with compounds generally known as viscosity regulators and used in anionic surfactant solutions.
- aqueous anionic surfactant solutions alone or in any mixtures with compounds generally known as viscosity regulators and used in anionic surfactant solutions.
- the electrolytes used otherwise as viscosity regulators in anionic surfactant solutions are advantageously regarded as other viscosity regulators; eg sodium chloride.
- the concentration of the polygold dialkyl ethers alone or in such combinations is in the range from 2 to 7% by weight, based on the total weight of the water / surfactant / thickener system. It is to be regarded as an advantage that such polyglycol dialkyl ether-electrolyte combinations lead, even at low salt concentrations, to significantly higher viscosity values for the anionic surfactant solutions than is observed with conventional thickeners, especially when using electrolytes alone.
- the viscosity gain achieved is significantly higher than the additive effect of using electrolytes alone and the thickening effect of the polyglycol dialkyl ethers used according to the invention, even in the absence of electrolytes.
- This synergistic effect is evident when used in all commonly used anionic surfactant solutions and also has an effect where previously there were great problems with the viscosity control of the surfactant solutions, for example with difficult to thicken, highly ethoxylated alkyl ether sulfate surfactants and anionic surfactants based on sulfosuccinate.
- the viscosity-regulating action of the polyglycol dialkyl ethers of the general formula (I) used according to the invention was tested in aqueous solutions (10% detergent substance) of the following anionic surfactants: Anionic surfactant 1: coconut alcohol (C12 / 14) -2EO sulfate sodium and Anionic surfactant 2: tallow alcohol (C12 / 18) -7EO sulfate sodium / magnesium.
- the viscosity of the aqueous surfactant solutions was determined according to Höppler in a falling ball viscometer at 20 ° C.
- polyglycol dialkyl ethers of the general formula (I) were prepared by the synthesis method given above; their melting range is shown in Table 1 below.
- Example 1e The polygold dialkyl ethers naturally showed different effects on the viscosity of anionic surfactant solutions, depending on the structural differences.
- the product of Example 1e proved to be a particularly effective thickener: it increased the viscosity of formulations containing anionic surfactant extremely strongly.
- the viscosity of difficultly thickenable anionic surfactant formulations (cf. Table 4 with anionic surfactant 2) could be increased sufficiently even with the addition of 2% of the polyalkyl dialkyl ether.
Abstract
Description
Die Erfindung betrifft die Verwendung von Polyglykoldialkylethern als Viskositätsregler für wässrige Aniontensidlösungen.The invention relates to the use of polyglycol dialkyl ethers as viscosity regulators for aqueous anionic surfactant solutions.
Tensid/Wasser-Systeme, aus denen die unter die Gruppe der kosmetischen Präparate fallenden Körperreinigungsmittel (Haarshampoos, Schaumbäder, Duschbäder, Handwaschpasten) im wesentlichen bestehen, enthalten als hauptsächlichen Tensidanteil meist Aniontenside, beispielsweise Alkylethersulfate. Hauptgründe für deren Verwendung sind gute Reinigungs- und Schaumeigenschaften. Zum Zwecke der Stabilisierung von dispersen Systemen, z.B. Perlglanzmitteln, und der besseren Handhabung bei der Anwendung derartiger Aniontenside enthaltender Lösungen werden bei der Produktion Verdickungsmittel zugesetzt.Surfactant / water systems, from which the body cleansers (hair shampoos, foam baths, shower baths, hand washing pastes) that essentially belong to the group of cosmetic preparations, essentially contain anionic surfactants, for example alkyl ether sulfates, as the main surfactant component. The main reasons for their use are good cleaning and foaming properties. For the purpose of stabilizing disperse systems, e.g. Pearlescent agents, and better handling when using solutions containing such anionic surfactants, thickeners are added during production.
Als Mittel zur Erhöhung der Viskosität aniontensidhaltiger Formulierungen sind aus dem Stand der Technik eine Vielzahl von Verbindungen bekannt. Die einfachste und billigste Lösung zur Regulierung der Viskosität aniontensidhaltiger Lösungen besteht darin, daß man Kochsalz oder andere Elektrolyte zusetzt. Dadurch werden die Ladungsverhältnisse in den Lösungen drastisch geändert, wobei letztlich die Assoziation von Tensid-Mizellen ermöglicht, d.h. die Bildung sehr großer Mizellen begünstigt wird. Dies führt zu einem Viskositätsanstieg. Als Verdickungsmittel werden außerdem Kombinationen von Elektrolyten, beispielsweise Kochsalz, mit Alkanolamiden eingesetzt. Nachteilig ist, daß diese unter Freisetzung von Amin zur Hydrolyse neigen.A large number of compounds are known from the prior art as agents for increasing the viscosity of formulations containing anionic surfactants. The easiest and the cheapest solution to regulate the viscosity of solutions containing anionic surfactants is to add table salt or other electrolytes. This drastically changes the charge ratios in the solutions, ultimately allowing the association of surfactant micelles, ie the formation of very large micelles is promoted. This leads to an increase in viscosity. Combinations of electrolytes, for example sodium chloride, with alkanolamides are also used as thickeners. It is disadvantageous that they tend to hydrolize when amine is released.
Als Verdickungsmittel werden außerdem auch Hydroxyethylzellulose oder Fettsäurepolyglykolester eingesetzt. So werden beispielsweise in der US-PS 3 957 970 Shampoos beschrieben, die Polyethylenglykol-distearat als viskositätsregelndes Agens enthalten. Fettsäurepolyglykolester zeigen zwar ein brauchbares Verhalten als Viskositätsregulatoren aniontensidhaltiger Formulierungen, werden jedoch in wässrigen Lösungen sukzessive in Fettsäure und Polyglykol hydrolysiert. Sie können daher über längere Zeit ihre verdickende Wirkung nicht beibehalten.Hydroxyethyl cellulose or fatty acid polyglycol esters are also used as thickeners. For example, US Pat. No. 3,957,970 describes shampoos which contain polyethylene glycol distearate as a viscosity-regulating agent. Fatty acid polyglycol esters show useful behavior as viscosity regulators of formulations containing anionic surfactants, but are successively hydrolyzed into fatty acid and polyglycol in aqueous solutions. Therefore, they cannot maintain their thickening effect for a long time.
Fettalkoholethoxylate sind ebenfalls als Viskositätsregler für Tensidlösungen untersucht worden, weisen jedoch ebenfalls den Nachteil auf, eine befriedigende Verdickung aniontensidhaltiger Lösungen nicht zu gewährleisten.Fatty alcohol ethoxylates have also been investigated as viscosity regulators for surfactant solutions, but also have the disadvantage of not guaranteeing a satisfactory thickening of solutions containing anionic surfactants.
Es wurde nun gefunden, daß die Nachteile der bisher üblicherweise verwendeten Verdickungsmittel, vor allem die hydrolytische Spaltung der Viskositätsregulatoren, nicht eintreten, wenn man als Viskositätsregler für wässrige Aniontensidlösungen Polyglykoldialkylether verwendet. Die Erfindung betrifft daher die Verwendung von Polyglykoldialkylethern der allgemeinen Formel (I)
R¹-O ( CH₂-CH₂-O )nR² (I)
in der R¹ und R² gleich oder verschieden sein können und für geradkettige oder verzweigte Alkyl- oder Alkenylreste mit 8 bis 22 C-Atomen und n für Zahlen von 10 bis 70 stehen, als Viskositätsregler für wässrige Aniontensidlösungen allein oder in beliebigen Mischungen mit als Viskositätsregler bekannten, in Aniontensidlösungen verwendeten Verbindungen.It has now been found that the disadvantages of the thickeners conventionally used hitherto, especially the hydrolytic cleavage of the viscosity regulators, do not occur if polyglycol dialkyl ether is used as the viscosity regulator for aqueous anionic surfactant solutions. The invention therefore relates to the use of polyglycol dialkyl ethers of the general formula (I)
R¹-O (CH₂-CH₂-O) n R² (I)
in which R¹ and R² may be the same or different and stand for straight-chain or branched alkyl or alkenyl radicals having 8 to 22 carbon atoms and n for numbers from 10 to 70, as viscosity regulators for aqueous anionic surfactant solutions alone or in any mixtures with known as viscosity regulators , compounds used in anionic surfactant solutions.
Die erfindungsgemäß verwendeten Polyglykoldialkylether der allgemeinen Formel (I) enthalten an ihren Enden zwei Alkyl- oder Alkenylreste R¹ und R², die gleich oder verschieden sein können, und für geradkettige oder verzweigte Reste mit 8 bis 22 C-Atomen stehen. Herstellungsbedingt sind die beiden Reste R¹ und R² in der Regel verschieden und stehen, insbesondere bei aus nativen Quellen zugänglichen Verbindungen, bevorzugt für geradkettige Alkyl- oder Alkenylreste im angegebenen C-Zahlbereich. Besonders geeignet sind n-Alkyl- oder Alkenylreste aus der Gruppe Octyl, Nonyl, Decyl, Undecyl, Dodecyl, Tridecyl, Tetradecyl, Pentadecyl, Hexadecyl, Heptadecyl, Octadecyl, Octadecenyl, Nonadecyl, Eicosanyl, Uneicosanyl oder Docosanyl. Aus dieser Gruppe sind insbesondere die Reste der höheren Kettenlängen, wie beispielsweise mit 14 bis 22 C-Atomen, bevorzugt.The polyglycol dialkyl ethers of the general formula (I) used according to the invention contain at their ends two alkyl or alkenyl radicals R 1 and R 2, which can be the same or different, and stand for straight-chain or branched radicals with 8 to 22 carbon atoms. For production reasons, the two radicals R 1 and R 2 are generally different and, in particular in the case of compounds accessible from native sources, are preferably straight-chain alkyl or alkenyl radicals in the specified C number range. Particularly suitable are n-alkyl or alkenyl radicals from the group octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, octadecenyl, nonadecyl, eicosanyl, uneicosanyl or docosanyl. From this group, the residues of the higher chain lengths, for example with 14 to 22 carbon atoms, are particularly preferred.
n in der allgemeinen Formel (I) für die erfindungsgemäß verwendeten Polyglykoldialkylether liegt im Bereich von 10 bis 70, bevorzugt im Bereich von 30 bis 50. Dabei ist darunter der durchschnittliche Ethoxylierungsgrad zu verstehen.n in the general formula (I) for the polyglycol dialkyl ethers used according to the invention is in the range from 10 to 70, preferably in the range from 30 to 50. This is to be understood as the average degree of ethoxylation.
Die erfindungsgemäß verwendeten Polyglykoldialkylether der allgemeinen Formel (I) sind als solche bekannt und werden auch nach an sich bekannten Synthesemethoden industriell hergestellt. Dies kann beispielsweise dadurch erfolgen, daß Fettalkoholethoxylate der allgemeinen Formel (II)
R¹-O(CH₂-CH₂-O)nH (II)
in der R¹ und n die oben angegebenen Bedeutungen haben, mit Alkylhalogeniden
R²X (III)
in denen R² die oben angegebenen Bedeutungen haben kann und X für Cl, Br oder I stehen kann, in Gegenwart von Alkali umgesetzt werden. Die Fettalkoholethoxylate der allgemeinen Formel (II) werden dabei in ebenfalls an sich bekannter Weise aus Fettalkoholen und Ethylenoxid im gewünschten Molverhältnis, das sich dann in der Größe von n in den allgemeinen Formeln (I) und (II) niederschlägt, umgesetzt. Dabei können als Fettalkohole native oder synthetische Alkanole verwendet werden, wobei als Ausgangsalkohol nicht nur die reinen Verbindungen zu nennen sind, sondern auch die aus nativen Quellen zugänglichen Fettalkoholgemische zu verstehen sind, die Alkylreste mit C-Zahlen in einem mehr oder weniger engen Bereich aufweisen. Als solche sind beispielsweise Alkohole aus der Talgfettspaltung ("Talgalkohole") zu verstehen.The polyglycol dialkyl ethers of the general formula (I) used according to the invention are known as such and are also industrially produced by synthesis methods known per se. This can take place, for example, in that fatty alcohol ethoxylates of the general formula (II)
R¹-O (CH₂-CH₂-O) n H (II)
in which R¹ and n have the meanings given above, with alkyl halides
R²X (III)
in which R² can have the meanings given above and X can stand for Cl, Br or I, are reacted in the presence of alkali. The fatty alcohol ethoxylates of the general formula (II) are reacted in a manner known per se from fatty alcohols and ethylene oxide in the desired molar ratio, which is then reflected in the size of n in the general formulas (I) and (II). Native or synthetic alkanols can be used as fatty alcohols, not only the pure compounds to be mentioned as the starting alcohol, but also the fatty alcohol mixtures accessible from native sources, the alkyl radicals with C numbers in one more or less narrow range. As such, for example, alcohols from tallow fat cleavage ("tallow alcohols") are to be understood.
Die erfindungsgemäß verwendeten Polyglykoldialkylether der allgemeinen Formel (I) können als Viskositätsregler in wässrigen Aniontensidlösungen allein oder in beliebigen Mischungen mit als Viskositätsregler allgemein bekannten und in Aniontensidlösungen verwendeten Verbindungen eingesetzt werden. Dabei zeigen sie erfahrungsgemäß in Verbindung mit anderen Viskositätsreglern eine deutlich bessere Wirkung, weswegen ihr Einsatz in Mischungen mit anderen Viskositätsreglern bevorzugt ist. Als andere Viskositätsregler werden dabei mit Vorteil die auch sonst als Viskositätsregler in Aniontensidlösungen verwendeten Elektrolyte angesehen; z.B. Natriumchlorid. Dabei liegt die Konzentration der Polygylkoldialkylether allein oder in solchen Kombinationen im Bereich von 2 bis 7 Gew.-%, bezogen auf das Gesamtgewicht des Systems Wasser/Tensid/Verdicker. Als Vorteil ist dabei anzusehen, daß derartige Polyglykoldialkylether-Elektrolyt-Kombinationen schon bei niedrigen Salzkonzentrationen zu deutlich höheren Viskositätswerten für die Antiontensidlösungen führen, als dies bei herkömmlichen Verdickern, insbesondere bei der Verwendung von Elektrolyten allein beobachtet wird. Dabei liegt bei Verwendung einer Mischung aus Polyglykoldialkylethern und Elektrolyten der erzielte Viskositätsgewinn deutlich über der additiven Wirkung einer alleinigen Verwendung von Elektrolyten und der - auch in Abwesenheit von Elektrolyten schon überraschend guten - verdickenden Wirkung der erfindungsgemäß verwendeten Polyglykoldialkylether. Diese synergistische Wirkung zeigt sich bei Verwendung in allen üblicherweise verwendeten Aniontensidlösungen und wirkt sich auch dort aus, wo bisher große Probleme bei der Viskositätsregelung der Tensidlösungen bestanden, beispielsweise bei schwer verdickbaren, hochethoxylierten Alkylethersulfat-Tensiden und Aniontensiden auf Sulfosuccinatbasis.The polyglycol dialkyl ethers of the general formula (I) used according to the invention can be used as viscosity regulators in aqueous anionic surfactant solutions alone or in any mixtures with compounds generally known as viscosity regulators and used in anionic surfactant solutions. Experience has shown that in conjunction with other viscosity regulators they have a significantly better effect, which is why their use in mixtures with other viscosity regulators is preferred. The electrolytes used otherwise as viscosity regulators in anionic surfactant solutions are advantageously regarded as other viscosity regulators; eg sodium chloride. The concentration of the polygold dialkyl ethers alone or in such combinations is in the range from 2 to 7% by weight, based on the total weight of the water / surfactant / thickener system. It is to be regarded as an advantage that such polyglycol dialkyl ether-electrolyte combinations lead, even at low salt concentrations, to significantly higher viscosity values for the anionic surfactant solutions than is observed with conventional thickeners, especially when using electrolytes alone. When using a mixture of polyglycol dialkyl ethers and electrolytes, the viscosity gain achieved is significantly higher than the additive effect of using electrolytes alone and the thickening effect of the polyglycol dialkyl ethers used according to the invention, even in the absence of electrolytes. This synergistic effect is evident when used in all commonly used anionic surfactant solutions and also has an effect where previously there were great problems with the viscosity control of the surfactant solutions, for example with difficult to thicken, highly ethoxylated alkyl ether sulfate surfactants and anionic surfactants based on sulfosuccinate.
Es zeigte sich, daß die erfindungsgemäß verwendeten Verbindungen die Schaumeigenschaften der Tensidlösungen nicht oder nur wenig beeinträchtigten. Außerdem ließen sich Polyglykoldialkylether gut in wässrige Aniontensidlösungen einarbeiten.It was found that the compounds used according to the invention had little or no effect on the foam properties of the surfactant solutions. In addition, polyglycol dialkyl ethers could be easily incorporated into aqueous anionic surfactant solutions.
Die Erfindung wird durch die nachfolgenden Beispiele näher erläutert.The invention is illustrated by the following examples.
Die viskositätsregulierende Wirkung der erfindungsgemäß verwendeten Polyglykoldialkylether der allgemeinen Formel (I) wurde in wässrigen Lösungen (10 % waschaktive Substanz) folgender Aniontenside getestet:
Aniontensid 1: Kokosalkohol (C₁₂/₁₄)-2EO-Sulfat-Natrium und
Aniontensid 2: Talgalkohol (C₁₂/₁₈)-7EO-Sulfat-Natrium/-Magnesium.The viscosity-regulating action of the polyglycol dialkyl ethers of the general formula (I) used according to the invention was tested in aqueous solutions (10% detergent substance) of the following anionic surfactants:
Anionic surfactant 1: coconut alcohol (C₁₂ / ₁₄) -2EO sulfate sodium and
Anionic surfactant 2: tallow alcohol (C₁₂ / ₁₈) -7EO sulfate sodium / magnesium.
Die Viskosität der wässrigen Tensidlösungen wurde nach Höppler in einem Kugelfallviskosimeter bei 20°C bestimmt.The viscosity of the aqueous surfactant solutions was determined according to Höppler in a falling ball viscometer at 20 ° C.
Nach der oben angegebenen Synthesemethode wurden folgende Polyglykoldialkylether der allgemeinen Formel (I) hergestellt; ihr Schmelzbereich ist der nachfolgenden Tabelle 1 zu entnehmen.
Die viskositätserhöhende Wirkung der erfindungsgemäß verwendeten Polyglykoldialkylether der allgemeinen Formel (I) in aniontensidhaltigen Formulierungen (Aniontenside: die oben genannten Tenside wurden bei unterschiedlicher Konzentration des Polyglykoldialkylethers sowie in Gegenwart unterschiedlich hoher Mengen an Elektrolyt (NaCl) überprüft. Die Ergebnisse sind den Tabellen 2 und 3 zu entnehmen. Die Angabe "100 mPa.s" bedeutet, daß die Viskosität unter 100 mPa.s liegt.The viscosity-increasing effect of the polyglycol dialkyl ethers of the general formula (I) used according to the invention in formulations containing anionic surfactants (anionic surfactants: the surfactants mentioned above were checked at different concentrations of the polyglycol dialkyl ether and in the presence of different amounts of electrolyte (NaCl). The results are Tables 2 and 3. The indication "100 mPa.s" means that the viscosity is below 100 mPa.s.
Es wurde anstelle der Polyglykoldialkylether ein herkömmliches Kokosfettsäurediethanolamid als viskositätsregulierende Komponente in den wässrigen Aniontensidlösungen verwendet. Die Ergebnisse sind der letzten Spalte der Tabellen 3 und 4 zu entnehmen.Instead of the polyglycol dialkyl ethers, a conventional coconut fatty acid diethanolamide was used as the viscosity-regulating component in the aqueous anionic surfactant solutions. The results can be found in the last column of Tables 3 and 4.
Abhängigkeit der Viskosität einer Lösung des Aniontensids 1 (10 % Aktivsubstanz) in Gegenwart unterschiedlicher Mengen der Verbindungen aus Beispiel 1 (a bis d) und Natriumchlorid.
Abhängigkeit der Viskosität einer Lösung des Aniontensids 1 (10 % Aktivsubstanz) in Gegenwart unterschiedlicher Mengen der Verbindungen aus Tabelle 1 (e bis i) sowie der Verbindung des Vergleichsbeispiels.
Abhängigkeit der Viskosität einer Lösung des Aniontensids 2 (10 % Aktivsubstanz) in Gegenwart unterschiedlicher Mengen der Verbindungen des Beispiels 1 sowie unterschiedlicher Mengen an Elektrolyt (NaCl).
Die Polygylkoldialkylether zeigten natürlicherweise entsprechend den Strukturunterschieden unterschiedlich starke Auswirkungen auf die Viskosität von Aniontensidlösungen. In salzfreien und auch salzhaltigen Aniontensidformulierungen erwies sich das Produkt des Beispiels 1e als besonders wirksames Verdickungsmittel: es erhöhte die Viskosität aniontensidhaltiger Formulierungen ausgesprochen stark.The polygold dialkyl ethers naturally showed different effects on the viscosity of anionic surfactant solutions, depending on the structural differences. In salt-free and also salt-containing anionic surfactant formulations, the product of Example 1e proved to be a particularly effective thickener: it increased the viscosity of formulations containing anionic surfactant extremely strongly.
Die Wirkung der meisten Produkte zeigte sich (mit Ausnahme der Verbindung (I) des Beispiels 1e) erst bei Zusätzen von 4 % und höher.The effect of most products was only shown (with the exception of compound (I) of Example 1e) when 4% and higher were added.
Mit der Verbindung des Beispiels 1e ließ sich auch die Viskosität schwer verdickbarer Aniontensidformulierungen (vgl. Tabelle 4 mit Aniontensid 2) bereits bei einem Zusatz von 2 % des Polygylkoldialkylethers ausreichend erhöhen.With the compound of Example 1e, the viscosity of difficultly thickenable anionic surfactant formulations (cf. Table 4 with anionic surfactant 2) could be increased sufficiently even with the addition of 2% of the polyalkyl dialkyl ether.
Claims (9)
R¹-O ( CH₂-CH₂-O )nR² (I)
in der R¹ und R² gleich oder verschieden sein können und für geradkettige oder verzweigte Alkyl- oder Alkenylreste mit 8 bis 22 C-Atomen und n für Zahlen von 10 bis 70 stehen, als Viskositätsregler für wässrige Aniontensidlösungen allein oder in beliebigen Mischungen mit als Viskositätsregler bekannten, in Aniontensidlösungen verwendeten Verbindungen.1. Use of polyglycol dialkyl ethers of the general formula (I)
R¹-O (CH₂-CH₂-O) n R² (I)
in which R¹ and R² may be the same or different and stand for straight-chain or branched alkyl or alkenyl radicals having 8 to 22 carbon atoms and n for numbers from 10 to 70, as viscosity regulators for aqueous anionic surfactant solutions alone or in any mixtures with known as viscosity regulators , compounds used in anionic surfactant solutions.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853541535 DE3541535A1 (en) | 1985-11-25 | 1985-11-25 | USE OF POLYGLYCOLDIALKYLETHERS AS VISCOSITY REGULATORS FOR AQUEOUS ANION ANTI-SOLUTIONS |
| DE3541535 | 1985-11-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0224167A2 true EP0224167A2 (en) | 1987-06-03 |
| EP0224167A3 EP0224167A3 (en) | 1987-11-25 |
Family
ID=6286709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP86115923A Withdrawn EP0224167A3 (en) | 1985-11-25 | 1986-11-17 | Use of polyglycol dialkyl ethers as viscosity regulators for aqueous solutions containing anionic surface-active agents |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0224167A3 (en) |
| JP (1) | JPS62136235A (en) |
| DE (1) | DE3541535A1 (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0260640A2 (en) * | 1986-09-18 | 1988-03-23 | Kao Corporation | Water-soluble viscosity increasing agent and detergent composition containing the same |
| WO1991006622A1 (en) * | 1989-10-31 | 1991-05-16 | Unilever N.V. | Detergent compositions |
| EP0464652A1 (en) * | 1990-06-27 | 1992-01-08 | Arakawa Chemical Industries, Ltd. | Agent and method for removing rosin-base solder flux |
| EP0574086A2 (en) * | 1992-06-08 | 1993-12-15 | Colgate-Palmolive Company | Alkyl sulfates as viscosity modifiers in anionic surfactant compositions |
| WO1995019414A1 (en) * | 1994-01-18 | 1995-07-20 | Henkel Kommanditgesellschaft Auf Aktien | Rinsing agent for dishwashing machines |
| WO1997004058A1 (en) * | 1995-07-20 | 1997-02-06 | Henkel Kommanditgesellschaft Auf Aktien | Surfactant mixture of anionic surfactants based on long-chain alkyl sulfate salts with improved solubility even in low temperature wash liquors |
| WO2000050549A2 (en) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Cleaning compositions containing selected nonionic surfactants |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3734931A1 (en) * | 1987-10-15 | 1989-05-03 | Henkel Kgaa | AGENT FOR SMOOTHING TEXTILE FIBER MATERIALS |
| EP0518401B1 (en) * | 1991-06-14 | 1995-11-02 | The Procter & Gamble Company | Self-thickened cleaning compositions |
| DE19732708C1 (en) * | 1997-07-30 | 1999-03-18 | Henkel Kgaa | Use of fatty ethers |
| JP4993426B2 (en) * | 2005-08-19 | 2012-08-08 | 株式会社 資生堂 | Hair cosmetics |
| JP5280695B2 (en) * | 2008-01-30 | 2013-09-04 | ホーユー株式会社 | Oil-in-water emulsified cosmetic |
| FR2954128B1 (en) * | 2009-12-23 | 2012-02-17 | Oreal | COSMETIC COMPOSITION COMPRISING AT LEAST ONE ORGANIC COMPOUND OF THE SILICON, AT LEAST ONE ANIONIC SURFACTANT AND AT LEAST ONE NONIONIC THICKENING AGENT AS WELL AS A PROCESS IMPLEMENTING THE COMPOSITION |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3255117A (en) * | 1963-10-08 | 1966-06-07 | Fmc Corp | Low-foaming dishwashing composition |
| EP0116905A2 (en) * | 1983-02-17 | 1984-08-29 | Henkel Kommanditgesellschaft auf Aktien | Use of alcohols derivatives as viscosity regulators for highly viscous concentrates of technical surfactants |
| EP0124815A2 (en) * | 1983-05-02 | 1984-11-14 | Henkel Kommanditgesellschaft auf Aktien | Use of polyglycol ethers as foam-depressing additives in cleaning agents producing little foam |
| EP0158174A1 (en) * | 1984-03-28 | 1985-10-16 | Hoechst Aktiengesellschaft | Nonionic free-flowing pearl lustre dispersions |
-
1985
- 1985-11-25 DE DE19853541535 patent/DE3541535A1/en not_active Withdrawn
-
1986
- 1986-11-17 EP EP86115923A patent/EP0224167A3/en not_active Withdrawn
- 1986-11-25 JP JP61281612A patent/JPS62136235A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3255117A (en) * | 1963-10-08 | 1966-06-07 | Fmc Corp | Low-foaming dishwashing composition |
| EP0116905A2 (en) * | 1983-02-17 | 1984-08-29 | Henkel Kommanditgesellschaft auf Aktien | Use of alcohols derivatives as viscosity regulators for highly viscous concentrates of technical surfactants |
| EP0124815A2 (en) * | 1983-05-02 | 1984-11-14 | Henkel Kommanditgesellschaft auf Aktien | Use of polyglycol ethers as foam-depressing additives in cleaning agents producing little foam |
| EP0158174A1 (en) * | 1984-03-28 | 1985-10-16 | Hoechst Aktiengesellschaft | Nonionic free-flowing pearl lustre dispersions |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0260640A2 (en) * | 1986-09-18 | 1988-03-23 | Kao Corporation | Water-soluble viscosity increasing agent and detergent composition containing the same |
| EP0260640A3 (en) * | 1986-09-18 | 1990-06-13 | Kao Corporation | Water-soluble viscosity increasing agent and detergent composition containing the same |
| WO1991006622A1 (en) * | 1989-10-31 | 1991-05-16 | Unilever N.V. | Detergent compositions |
| EP0464652A1 (en) * | 1990-06-27 | 1992-01-08 | Arakawa Chemical Industries, Ltd. | Agent and method for removing rosin-base solder flux |
| US5256209A (en) * | 1990-06-27 | 1993-10-26 | Arakawa Chemical Industries, Ltd. | Method for cleaning rosin-base solder flux |
| EP0574086A2 (en) * | 1992-06-08 | 1993-12-15 | Colgate-Palmolive Company | Alkyl sulfates as viscosity modifiers in anionic surfactant compositions |
| EP0574086A3 (en) * | 1992-06-08 | 1994-09-21 | Colgate Palmolive Co | Alkyl sulfates as viscosity modifiers in anionic surfactant compositions |
| WO1995019414A1 (en) * | 1994-01-18 | 1995-07-20 | Henkel Kommanditgesellschaft Auf Aktien | Rinsing agent for dishwashing machines |
| WO1997004058A1 (en) * | 1995-07-20 | 1997-02-06 | Henkel Kommanditgesellschaft Auf Aktien | Surfactant mixture of anionic surfactants based on long-chain alkyl sulfate salts with improved solubility even in low temperature wash liquors |
| WO2000050549A2 (en) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Cleaning compositions containing selected nonionic surfactants |
| WO2000050549A3 (en) * | 1999-02-22 | 2000-11-02 | Procter & Gamble | Cleaning compositions containing selected nonionic surfactants |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62136235A (en) | 1987-06-19 |
| EP0224167A3 (en) | 1987-11-25 |
| DE3541535A1 (en) | 1987-05-27 |
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