EP0582608B1 - Detergents liquides - Google Patents

Detergents liquides Download PDF

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Publication number
EP0582608B1
EP0582608B1 EP92909170A EP92909170A EP0582608B1 EP 0582608 B1 EP0582608 B1 EP 0582608B1 EP 92909170 A EP92909170 A EP 92909170A EP 92909170 A EP92909170 A EP 92909170A EP 0582608 B1 EP0582608 B1 EP 0582608B1
Authority
EP
European Patent Office
Prior art keywords
weight
citric acid
detergent
alkyl
polyhydric alcohol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP92909170A
Other languages
German (de)
English (en)
Other versions
EP0582608A1 (fr
Inventor
Karl Schwadtke
Eric Sung
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 EP0582608A1 publication Critical patent/EP0582608A1/fr
Application granted granted Critical
Publication of EP0582608B1 publication Critical patent/EP0582608B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2086Hydroxy carboxylic acids-salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00Compositions of detergents, not provided for by one single preceding group
    • C11D10/04Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • 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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2065Polyhydric 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
    • C11D1/02Anionic 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
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • 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

Definitions

  • Liquid detergents are an alternative to powder detergents, whereby liquid detergents are to be understood below as pourable products as well as products with pasty or ointment-like consistency. Compared to powder detergents, the liquid detergents have some handling advantages and other performance focuses. In particular, larger amounts of nonionic surfactants can be incorporated into liquid detergents than into powder detergents, which has the advantage of greater effectiveness against oily and greasy soiling.
  • Liquid detergents have been known for a long time. Nevertheless, it is desirable to look for further improvements in washing performance and in terms of the possibility of producing the liquid detergents using largely renewable raw materials.
  • a liquid detergent which can be used universally at washing temperatures of 15-90 ° C. and is particularly suitable for washing highly sensitive textiles is known from German patent application DE-A-39 20 480. It contains anionic surfactants, nonionic surfactants, alkyl glucosides, soaps of unsaturated and saturated fatty acids, polyhydric alcohol and citric acid in certain weight ratios. The object of the present invention is to further improve this detergent.
  • the present invention therefore relates to a liquid detergent containing anionic surfactants of the sulfonate and sulfate type, nonionic surfactants, alkyl glucosides, a mixture of soaps of unsaturated and saturated fatty acids, polyhydric alcohols and citric acid or sodium citrate, the agent of the present invention being characterized in that that it contains 10 to 20% by weight of citric acid or sodium citrate, calculated as citric acid, 3 to 10% by weight of anionic surfactants of the sulfonate and sulfate type and that the degree of oligomerization of the alkyl glucosides used is between 1.10 and 1.45.
  • the liquid detergent of DE-A-39 20 480 also contains citric acid; Indeed the citric acid content in the agents of DE-A-39 20 480 is very much lower; it is below 2% by weight.
  • GB-A-2232420 relates to extremely mild, strictly anionic surfactant-free liquid detergents with a translucent appearance. These can preferably contain citric acid in amounts of 2 to 5% by weight. Due to the citric acid content according to the invention, a significant improvement in washing performance compared to the known agents of the prior art is achieved, so that better washing results are achieved either with the same or a lower dosage than with liquid detergents of the prior art, or, on the other hand, by a substantial lower dosage of the detergent according to the invention can achieve an equally good washing performance.
  • Suitable anionic surfactants for the detergents according to the invention are surfactants of the sulfonate and in particular sulfate type.
  • Suitable sulfates are sulfuric acid monoesters of C 12 -C 18 fatty alcohols, such as, for example, lauryl, myristyl or cetyl alcohol and the fatty alcohol mixtures obtained from coconut oil, palm and palm kernel oil and tallow, which may additionally contain proportions of unsaturated alcohols, for example oleyl alcohol.
  • Mixtures in which the proportions of the alkyl radicals are 50 to 70% by weight on C 12 , 18 to 30% by weight on C 14 , 5 to 15% by weight on C 16 , are preferred 3% by weight on C 10 and less than 10% by weight on C 18 are distributed.
  • the proportion of these anionic surfactants in the agents according to the invention is 3 to 10% by weight.
  • Nonionic surfactants in the sense of the present patent application are addition products of 1 to 10 mol ethylene oxide and / or propylene oxide with primary C 12 to C 18 fatty alcohol and their mixtures such as coconut oil, tallow fat or oleyl alcohol. Oxoalcohol ethoxylates are also suitable, but less preferred due to their production from fossil raw materials.
  • the nonionic surfactants mentioned can be present in the agents according to the invention in an amount of 15 to 30% by weight. This proportion does not include the alkyl glucosides, which are also nonionic surfactants.
  • Suitable alkyl glucosides which are also contained in the liquid detergent according to the invention are, in particular, glucosides having a C 8 to C 22 alkyl radical, preferably having an alkyl radical consisting essentially of C 12 to C 18 , which is derived from lauryl, myristyl, Cetyl and stearyl alcohol and technical fractions, which preferably contain saturated alcohols.
  • the use of is particularly preferred Alkyl glucosides, the alkyl radical of which contains 50 to 70% by weight of C 12 and 18 to 30% by weight of C 14 .
  • the degree of oligomerization (DP) of the alkyl glucosides used in the detergents according to the invention is between 1.10 and 1.45.
  • An essential component of the liquid detergent according to the invention is a mixture of soaps of unsaturated and saturated fatty acids.
  • the fatty acids have 12 to 18 carbon atoms.
  • a preferably used soap mixture is formed from sodium oleate and the sodium salts of the saturated C 12 to C 16 fatty acid mixtures.
  • the proportion of C 12 to C 14 fatty acids is expediently at least 60% by weight, preferably at least 75% by weight (calculated as fatty acid). Suitable for this purpose are, for example, coconut fatty acids, from which the portions with 10 or fewer carbon atoms are largely separated.
  • oleic acid and coconut fatty acid can still contain certain proportions of stearic acid, but their proportion, based on soap-forming fatty acids, should be at most 25% by weight, preferably less than 20% by weight.
  • a soap mixture of sodium oleate and the sodium salt of lauric acid is also preferred.
  • the weight ratio of saturated to unsaturated fatty acid is preferably about 2: 1 to 1: 2.
  • the liquid detergents according to the invention contain at least one polyhydric alcohol as solvent.
  • 1,2-Propanediol or preferably glycerol can be used as the polyhydric alcohol.
  • the liquid detergent according to the present invention can also contain monohydric alcohol, preferably ethanol.
  • An essential component of the present invention of the present liquid detergent is the high content of citric acid or sodium citrate, which makes up 10 to 20% by weight, calculated as citric acid.
  • Preferred liquid detergents contain 12 to 18% by weight of citric acid or sodium citrate, calculated as citric acid. It is unpredictable for the person skilled in the art that the citric acid content, which is many times higher than that of the prior art, can result in a drastic increase in the washing result. You can therefore with the detergent according to the invention at the same or even at a lower dosage than with the agent of the prior art technology to achieve better washing results or achieve a comparable washing result by significantly lower dosage.
  • Typical detergent ingredients are, for example, optical brighteners, enzymes, enzyme stabilizers, dyes, fragrances and complexing agents.
  • Foam inhibitors may also be present, for example organopolysiloxanes and their mixtures with microfine, optionally silanized silica, and paraffins, waxes, microcrystalline waxes and their mixtures with silanized silica. Mixtures of different foam inhibitors can also advantageously be used, e.g. those made of silicone, paraffins or waxes.
  • the detergents according to the invention have liquid to pasty consistencies at room temperatures.
  • Pasty detergents can be produced in a liquid state at elevated temperature, for example at 70 ° C., using units for the production of liquid products. After cooling, such products assume a pasty consistency that is stable in storage.
  • the constituents of the detergents according to the invention can be largely or completely produced from renewable raw materials and are readily biodegradable.
  • the detergents had the following composition: Table 1 Detergent composition% by weight A B Coconut alkyl sulfate Na 4.5 5.0 Coconut alcohol + 7 moles of ethylene oxide 12.0 25.0 C 12/14 alkyl glucoside 1,4 1.5 1.5 Lauric acid Na 8.0 8.0 Palm kernel acid Na 6.0 6.0 Glycerin 5.0 7.0 citric acid 0.5 15.0 Caustic soda 2.6 1.5 Ethanol 6.0 - Protease 0.5 0.5 Amylase 0.05 0.05 Rest: water, dye, fragrance, optical brightener, viscosity regulator
  • the liquid detergent A was compared with the paste-like detergent B in a 1-stage washing program at 60 ° C in an automatic drum washing machine (type AEG-LAVA 670) at a water hardness of 16 ° C.
  • Detergent A with 120 grams and detergent B with 92.5 grams were dosed into 18 liters of washing water.
  • the washing result was evaluated by determining the color difference dE (w) in the Minolta CR-200 tester.
  • detergent B according to the invention gave better results. Even if only 60 g of the detergent according to the invention were dosed compared to 120 g of the detergent of the prior art, the tendency towards better washing results was obtained with the detergent according to the invention, namely for all types of soiling tested (skin fat / pigment, enzyme-specific soils, bleachable soils and cosmetics). Soiling).

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
  • Cleaning Or Drying Semiconductors (AREA)

Claims (4)

  1. Produit de lavage liquide contenant des tensioactifs anioniques du type des sulfonates et sulfates, des tensioactifs non ioniques, des alkylglucosides, un mélange de savons, d'acides gras insaturés et saturés, des polyols et de l'acide citrique ou du citrate de sodium,
    caractérisé en ce qu'il contient 10 à 20 % en poids d'acide citrique ou de citrate de sodium, calculé sous forme d'acide citrique, 3 à 10 % en poids de tensioactifs anioniques du type des sulfonates et des sulfates et que le degré d'oligomérisation des alkylglucosides utilisés est compris entre 1,10 et 1,45.
  2. Produit de lavage selon la revendication 1,
    caractérisé en ce qu'
    il contient 12 à 18 % en poids d'acide citrique ou de citrate de sodium, calculés sous forme d'acide citrique.
  3. Produit de lavage selon la revendication 1 ou 2,
    caractérisé en ce qu'
    il contient de la glycérine comme polyol.
  4. Produit de lavage selon l'une des revendications 1 à 3, caractérisé en ce qu'
    il contient :
    4 à 6 % en poids de tensioactif anionique, de préférence des sulfates d'alkyle gras sous forme de sels de sodium,
    18 à 28 % en poids d'un tensioactif non ionique, de préférence des éthoxylates d'alcool gras,
    1 à 4 % en poids d'alkyloglucoside de formule RO(G)x, où R est un radical alkyle gras, G est une unité glucose et x a une valeur de 1,10 à 1,45,
    5 à 10 % en poids d'un polyol,
    12 à 18 % en poids d'acide citrique ou de citrate de Na calculé sous forme d'acide citrique,
    le radical est de l'eau et des constituants habituels des produits de lavage en faibles quantités.
EP92909170A 1991-05-03 1992-04-25 Detergents liquides Expired - Lifetime EP0582608B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4114491A DE4114491A1 (de) 1991-05-03 1991-05-03 Fluessigwaschmittel
DE4114491 1991-05-03
PCT/EP1992/000913 WO1992019711A1 (fr) 1991-05-03 1992-04-25 Detergents liquides

Publications (2)

Publication Number Publication Date
EP0582608A1 EP0582608A1 (fr) 1994-02-16
EP0582608B1 true EP0582608B1 (fr) 1997-07-09

Family

ID=6430921

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92909170A Expired - Lifetime EP0582608B1 (fr) 1991-05-03 1992-04-25 Detergents liquides

Country Status (5)

Country Link
US (2) US5441662A (fr)
EP (1) EP0582608B1 (fr)
AT (1) ATE155166T1 (fr)
DE (2) DE4114491A1 (fr)
WO (1) WO1992019711A1 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4134078A1 (de) * 1991-10-15 1993-04-22 Henkel Kgaa Konzentriertes waesseriges fluessigwaschmittel
US5542950A (en) * 1994-11-10 1996-08-06 Henkel Corporation Alkyl polyglycosides in textile scour/bleach processing
DE19511193A1 (de) * 1995-03-27 1996-10-02 Henkel Ecolab Gmbh & Co Ohg Verfahren zur Teppichreinigung
AU709865B2 (en) * 1995-07-17 1999-09-09 Henkel Corporation The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions
PE39099A1 (es) * 1996-11-07 1999-04-29 Henkel Corp Pastilla para limpieza personal de glicerina con poliglucosido alquilo
US5952287A (en) * 1997-06-03 1999-09-14 Henkel Corporation Microemulsion composition for cleaning hard surfaces
US6224685B1 (en) * 1997-06-03 2001-05-01 Henkel Corporation Microemulsion composition for cleaning hard surfaces
DE19952831A1 (de) * 1999-11-02 2001-05-03 Henkel Ecolab Gmbh & Co Ohg Pastenförmiges Waschmittel
US7759393B2 (en) 2006-02-10 2010-07-20 Dupont Tate & Lyle Bio Products Company, Llc Bio-derived 1,3-propanediol and its conjugate esters as natural and non irritating solvents for biomass-derived extracts, fragrance concentrates, and oils
IL292615B2 (en) * 2009-07-01 2023-11-01 Protiva Biotherapeutics Inc Nucleic acid-lipid particles, preparations containing them and their uses
DE102015201702A1 (de) * 2015-01-30 2016-08-04 Henkel Ag & Co. Kgaa Saures Flüssigkompaktwaschmittel enthaltend Hydroxycarbonsäure, Niotensid und Enzym
DE102015201698A1 (de) 2015-01-30 2016-08-04 Henkel Ag & Co. Kgaa Saures Flüssigkompaktwaschmittel enthaltend Hydroxycarbonsäure, Niotensid und a-Amylase

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2232420A (en) * 1989-05-30 1990-12-12 Unilever Plc Liquid detergent compositions

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1083911A (fr) * 1976-12-13 1980-08-19 Thaddeus J. Kaniecki Detergent liquide et procede de fabrication de celui- ci
DE3002789A1 (de) * 1980-01-26 1981-07-30 Henkel KGaA, 4000 Düsseldorf Fluessiges reinigung- und pflegemittel
US4483780A (en) * 1982-04-26 1984-11-20 The Procter & Gamble Company Detergent compositions containing polyglycoside and polyethoxylate detergent surfactants
US4599188A (en) * 1982-04-26 1986-07-08 The Procter & Gamble Company Foaming surfactant compositions
GB8305790D0 (en) * 1983-03-02 1983-04-07 Unilever Plc Liquid detergent composition
US4747977A (en) * 1984-11-09 1988-05-31 The Procter & Gamble Company Ethanol-free liquid laundry detergent compositions
DE3726912A1 (de) * 1987-08-13 1989-02-23 Henkel Kgaa Fluessige mittel zum reinigen harter oberflaechen
US5043091A (en) * 1989-06-21 1991-08-27 Colgate-Palmolive Co. Process for manufacturing alkyl polysaccharide detergent laundry bar
DE3920480A1 (de) * 1989-06-22 1991-01-03 Henkel Kgaa Fluessigwaschmittel
DE4023893A1 (de) * 1990-07-27 1992-01-30 Henkel Kgaa Bleichendes fluessigwaschmittel

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2232420A (en) * 1989-05-30 1990-12-12 Unilever Plc Liquid detergent compositions

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
EP-A- 0 033 111 *
EP-A- 0 181 041 *
EP-A- 0 403 948 *
GB-A- 2 232 420 *

Also Published As

Publication number Publication date
US5520836A (en) 1996-05-28
WO1992019711A1 (fr) 1992-11-12
DE4114491A1 (de) 1992-11-05
DE59208692D1 (de) 1997-08-14
EP0582608A1 (fr) 1994-02-16
US5441662A (en) 1995-08-15
ATE155166T1 (de) 1997-07-15

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