EP0224167A2 - Utilisation d'éthers polyglycoldialkyliques comme régulateurs de la viscosité de solutions aqueuses contenant des agents tensio-actifs anioniques - Google Patents

Utilisation d'éthers polyglycoldialkyliques comme régulateurs de la viscosité de solutions aqueuses contenant des agents tensio-actifs anioniques Download PDF

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Publication number
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
Authority
EP
European Patent Office
Prior art keywords
general formula
viscosity
viscosity regulators
anionic surfactant
dialkyl ethers
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP86115923A
Other languages
German (de)
English (en)
Other versions
EP0224167A3 (fr
Inventor
Ulrich Dr. Zeidler
Robert Dr. Piorr
Karl-Heinz Dr. Schmid
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0224167A2 publication Critical patent/EP0224167A2/fr
Publication of EP0224167A3 publication Critical patent/EP0224167A3/fr
Withdrawn legal-status Critical Current

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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
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • C11D1/721End blocked ethers
    • 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
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/003Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
    • 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
    • C11D1/29Sulfates 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.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
EP86115923A 1985-11-25 1986-11-17 Utilisation d'éthers polyglycoldialkyliques comme régulateurs de la viscosité de solutions aqueuses contenant des agents tensio-actifs anioniques Withdrawn EP0224167A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19853541535 DE3541535A1 (de) 1985-11-25 1985-11-25 Verwendung von polyglykoldialkylethern als viskositaetsregler fuer waessrige aniontensidloesungen
DE3541535 1985-11-25

Publications (2)

Publication Number Publication Date
EP0224167A2 true EP0224167A2 (fr) 1987-06-03
EP0224167A3 EP0224167A3 (fr) 1987-11-25

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EP86115923A Withdrawn EP0224167A3 (fr) 1985-11-25 1986-11-17 Utilisation d'éthers polyglycoldialkyliques comme régulateurs de la viscosité de solutions aqueuses contenant des agents tensio-actifs anioniques

Country Status (3)

Country Link
EP (1) EP0224167A3 (fr)
JP (1) JPS62136235A (fr)
DE (1) DE3541535A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0260640A2 (fr) * 1986-09-18 1988-03-23 Kao Corporation Agent soluble dans l'eau augmentant la viscosité et composition détergente contenant le même
WO1991006622A1 (fr) * 1989-10-31 1991-05-16 Unilever N.V. Compositions detergentes
EP0464652A1 (fr) * 1990-06-27 1992-01-08 Arakawa Chemical Industries, Ltd. Agent et méthode pour enlever du flux de brasage à base de colophane
EP0574086A2 (fr) * 1992-06-08 1993-12-15 Colgate-Palmolive Company Sulfates d'alkyle comme modificateurs de la viscosité dans des compositions de surfactants anioniques
WO1995019414A1 (fr) * 1994-01-18 1995-07-20 Henkel Kommanditgesellschaft Auf Aktien Liquide de rincage pour lave-vaisselle
WO1997004058A1 (fr) * 1995-07-20 1997-02-06 Henkel Kommanditgesellschaft Auf Aktien Melanges tensioactifs a solubilite amelioree de tensioactifs anioniques a base de sels sulfates d'alkyle a chaine longue, meme a de basses temperatures de bain
WO2000050549A2 (fr) * 1999-02-22 2000-08-31 The Procter & Gamble Company Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3734931A1 (de) * 1987-10-15 1989-05-03 Henkel Kgaa Mittel zum glaetten von textilfasermaterialien
EP0518401B1 (fr) * 1991-06-14 1995-11-02 The Procter & Gamble Company Compositions de nettoyage à épaississement propre
DE19732708C1 (de) * 1997-07-30 1999-03-18 Henkel Kgaa Verwendung von Fettethern
JP4993426B2 (ja) * 2005-08-19 2012-08-08 株式会社 資生堂 毛髪化粧料
JP5280695B2 (ja) * 2008-01-30 2013-09-04 ホーユー株式会社 水中油型乳化化粧料
FR2954128B1 (fr) * 2009-12-23 2012-02-17 Oreal Composition cosmetique comprenant au moins un compose organique du silicium, au moins un tensioactif anionique et au moins un agent epaississant non ionique ainsi qu'un procede mettant en oeuvre la composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3255117A (en) * 1963-10-08 1966-06-07 Fmc Corp Low-foaming dishwashing composition
EP0116905A2 (fr) * 1983-02-17 1984-08-29 Henkel Kommanditgesellschaft auf Aktien Utilisation de dérivés d'alcools comme régleurs de la viscosité pour des concentrés de tensio-actifs techniques hautement visqueux
EP0124815A2 (fr) * 1983-05-02 1984-11-14 Henkel Kommanditgesellschaft auf Aktien Utilisation d'éthers de polyglycol comme additifs supprimant la mousse dans des agents de nettoyage peu écumants
EP0158174A1 (fr) * 1984-03-28 1985-10-16 Hoechst Aktiengesellschaft Dispersions nacrés nonioniques capables d'écouler

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3255117A (en) * 1963-10-08 1966-06-07 Fmc Corp Low-foaming dishwashing composition
EP0116905A2 (fr) * 1983-02-17 1984-08-29 Henkel Kommanditgesellschaft auf Aktien Utilisation de dérivés d'alcools comme régleurs de la viscosité pour des concentrés de tensio-actifs techniques hautement visqueux
EP0124815A2 (fr) * 1983-05-02 1984-11-14 Henkel Kommanditgesellschaft auf Aktien Utilisation d'éthers de polyglycol comme additifs supprimant la mousse dans des agents de nettoyage peu écumants
EP0158174A1 (fr) * 1984-03-28 1985-10-16 Hoechst Aktiengesellschaft Dispersions nacrés nonioniques capables d'écouler

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0260640A2 (fr) * 1986-09-18 1988-03-23 Kao Corporation Agent soluble dans l'eau augmentant la viscosité et composition détergente contenant le même
EP0260640A3 (en) * 1986-09-18 1990-06-13 Kao Corporation Water-soluble viscosity increasing agent and detergent composition containing the same
WO1991006622A1 (fr) * 1989-10-31 1991-05-16 Unilever N.V. Compositions detergentes
EP0464652A1 (fr) * 1990-06-27 1992-01-08 Arakawa Chemical Industries, Ltd. Agent et méthode pour enlever du flux de brasage à base de colophane
US5256209A (en) * 1990-06-27 1993-10-26 Arakawa Chemical Industries, Ltd. Method for cleaning rosin-base solder flux
EP0574086A2 (fr) * 1992-06-08 1993-12-15 Colgate-Palmolive Company Sulfates d'alkyle comme modificateurs de la viscosité dans des compositions de surfactants anioniques
EP0574086A3 (en) * 1992-06-08 1994-09-21 Colgate Palmolive Co Alkyl sulfates as viscosity modifiers in anionic surfactant compositions
WO1995019414A1 (fr) * 1994-01-18 1995-07-20 Henkel Kommanditgesellschaft Auf Aktien Liquide de rincage pour lave-vaisselle
WO1997004058A1 (fr) * 1995-07-20 1997-02-06 Henkel Kommanditgesellschaft Auf Aktien Melanges tensioactifs a solubilite amelioree de tensioactifs anioniques a base de sels sulfates d'alkyle a chaine longue, meme a de basses temperatures de bain
WO2000050549A2 (fr) * 1999-02-22 2000-08-31 The Procter & Gamble Company Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes
WO2000050549A3 (fr) * 1999-02-22 2000-11-02 Procter & Gamble Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes

Also Published As

Publication number Publication date
DE3541535A1 (de) 1987-05-27
JPS62136235A (ja) 1987-06-19
EP0224167A3 (fr) 1987-11-25

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