WO1992001772A1 - Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite - Google Patents

Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite 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)
English (en)
Inventor
Brigitte Giesen
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to BR919106664A priority Critical patent/BR9106664A/pt
Publication of WO1992001772A1 publication Critical patent/WO1992001772A1/fr

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Classifications

    • 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
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • 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
    • 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
    • C11D1/86—Mixtures of anionic, cationic, and non-ionic compounds
    • 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
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • 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
    • C11D1/662—Carbohydrates 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

Les concentrés sont composés essentiellement de 30 à 70 % en poids d'eau, de 15 à 50 % en poids d'un glycoside d'alkyle de formule R1-O(G)n, où R1 représente un radical alkyle avec 8 à 22 atomes de C, G une unité de glycose et n un nombre compris entre 1 et 10, de 3 à 25 % en poids d'un amide éthoxylé de formule R2-CO-NH-(CH¿2?CH2O)p-H, où R?2¿ représente un radical alkyle avec 7 à 21 atomes de C et p un mombre entre 3 et 11, et le cas échéant de 10 à 20 % en poids d'un sulfate d'alkyle de formule R3-O-SO3X, où R3 désigne un radical alkyle avec 8 à 22 atomes de C et X un ion alcalin ou ammonium. Les mélanges tensio-actifs sont utilisés comme mélanges de base (compounds) stables au stockage, ayant une bonne fluidité et pompabilité, de préférence pour la fabrication d'agents de lavage ou de nettoyage.
PCT/EP1991/001325 1990-07-23 1991-07-15 Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite WO1992001772A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
BR919106664A BR9106664A (pt) 1990-07-23 1991-07-15 Concentrado de agente tensoativo liquido,de livre fluxo e bombeavel

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19904023334 DE4023334A1 (de) 1990-07-23 1990-07-23 Fluessiges, giess- und pumpfaehiges tensidkonzentrat
DEP4023334.0 1990-07-23

Publications (1)

Publication Number Publication Date
WO1992001772A1 true WO1992001772A1 (fr) 1992-02-06

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/001325 WO1992001772A1 (fr) 1990-07-23 1991-07-15 Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite

Country Status (8)

Country Link
EP (1) EP0540568A1 (fr)
JP (1) JPH05509117A (fr)
CN (1) CN1058424A (fr)
BR (1) BR9106664A (fr)
CA (1) CA2088067A1 (fr)
DE (1) DE4023334A1 (fr)
MX (1) MX9100335A (fr)
WO (1) WO1992001772A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993020171A1 (fr) * 1992-04-02 1993-10-14 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux peu moussants
DE4414815A1 (de) * 1994-04-28 1995-11-02 Henkel Kgaa Konzentrierte wäßrige Zuckertensidpasten mit verbesserter Lagerbeständigkeit
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 (fr) * 2012-04-25 2013-10-31 Akzo Nobel Chemicals International B.V. Utilisation d'un alkanolamide éthoxylé en tant qu'hydrotrope pour un adduit d'oxyde d'alkylène et d'alcool
WO2018206475A1 (fr) 2017-05-11 2018-11-15 Basf Se Tensioactif concentré et procédé de formation

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105062705A (zh) * 2015-08-14 2015-11-18 浙江赞宇科技股份有限公司 一种无水乙氧基化烷基硫酸盐浓缩物及其制备方法与装置

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU757594A1 (ru) * 1978-10-02 1980-08-23 Mo I Inzh Selskokhozyajs Моющая композиция для очистки металлической поверхности 1
EP0070076A2 (fr) * 1981-07-13 1983-01-19 THE PROCTER & GAMBLE COMPANY Compositions liquides moussantes de rinçage pour la vaisselle
GB2116579A (en) * 1982-01-07 1983-09-28 Albright & Wilson Composition and method for cleaning hydrocarbon oil from hard surfaces
EP0189225A2 (fr) * 1985-01-22 1986-07-30 The Procter & Gamble Company Détergent liquide renforcé contenant des composés tensio-actifs anioniques, non-ioniques éthoxylés et à fonctions amides
EP0216301A2 (fr) * 1985-09-25 1987-04-01 Henkel Kommanditgesellschaft auf Aktien Agent de nettoyage liquide
EP0341071A2 (fr) * 1988-05-06 1989-11-08 Unilever Plc Compositions détergentes
EP0374702A2 (fr) * 1988-12-19 1990-06-27 Kao Corporation Composition détergente

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU757594A1 (ru) * 1978-10-02 1980-08-23 Mo I Inzh Selskokhozyajs Моющая композиция для очистки металлической поверхности 1
EP0070076A2 (fr) * 1981-07-13 1983-01-19 THE PROCTER & GAMBLE COMPANY Compositions liquides moussantes de rinçage pour la vaisselle
GB2116579A (en) * 1982-01-07 1983-09-28 Albright & Wilson Composition and method for cleaning hydrocarbon oil from hard surfaces
EP0189225A2 (fr) * 1985-01-22 1986-07-30 The Procter & Gamble Company Détergent liquide renforcé contenant des composés tensio-actifs anioniques, non-ioniques éthoxylés et à fonctions amides
EP0216301A2 (fr) * 1985-09-25 1987-04-01 Henkel Kommanditgesellschaft auf Aktien Agent de nettoyage liquide
EP0341071A2 (fr) * 1988-05-06 1989-11-08 Unilever Plc Compositions détergentes
EP0374702A2 (fr) * 1988-12-19 1990-06-27 Kao Corporation Composition détergente

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993020171A1 (fr) * 1992-04-02 1993-10-14 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux peu moussants
DE4414815A1 (de) * 1994-04-28 1995-11-02 Henkel Kgaa Konzentrierte wäßrige Zuckertensidpasten mit verbesserter Lagerbeständigkeit
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 (fr) * 2012-04-25 2013-10-31 Akzo Nobel Chemicals International B.V. Utilisation d'un alkanolamide éthoxylé en tant qu'hydrotrope pour un adduit d'oxyde d'alkylène et d'alcool
WO2018206475A1 (fr) 2017-05-11 2018-11-15 Basf Se Tensioactif concentré et procédé de formation

Also Published As

Publication number Publication date
BR9106664A (pt) 1993-06-08
EP0540568A1 (fr) 1993-05-12
DE4023334A1 (de) 1992-01-30
JPH05509117A (ja) 1993-12-16
CN1058424A (zh) 1992-02-05
CA2088067A1 (fr) 1992-01-24
MX9100335A (es) 1992-02-28

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