WO1995024462A1 - Agent de lavage aqueux pour le lavage manuel de la vaisselle - Google Patents

Agent de lavage aqueux pour le lavage manuel de la vaisselle Download PDF

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Publication number
WO1995024462A1
WO1995024462A1 PCT/EP1995/000736 EP9500736W WO9524462A1 WO 1995024462 A1 WO1995024462 A1 WO 1995024462A1 EP 9500736 W EP9500736 W EP 9500736W WO 9524462 A1 WO9524462 A1 WO 9524462A1
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WO
WIPO (PCT)
Prior art keywords
weight
alkyl
alcohol
saturated
unsaturated
Prior art date
Application number
PCT/EP1995/000736
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German (de)
English (en)
Inventor
Udo Hees
Rainer Jeschke
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
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Publication of WO1995024462A1 publication Critical patent/WO1995024462A1/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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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 aqueous, manually applicable skin-friendly dishwashing detergents with a ternary surfactant combination.
  • Liquid cleaning agents usually consist of aqueous solutions of synthetic anionic and / or nonionic surfactants and customary additives. They are used especially for cleaning hard surfaces, for example of glass, ceramic materials, PVC, linoleum, etc. varnished and polished surfaces.
  • An important area of application for liquid detergents is the manual washing of dishes and cookware. The dishes are usually cleaned at temperatures of around 35 to 45 ° C in very dilute liquors. In general, the cleaning power of an agent is judged by the consumer as the better, the stronger and the longer the cleaning liquor foams. Because of the contact of the hands with the cleaning liquor over a longer period of time, the skin-friendliness of the agent is of particular importance when washing dishes manually. For these reasons, the expert makes different considerations when selecting the components and the composition of an agent for the manual cleaning of dishes than with liquid detergents for other hard surfaces.
  • fatty alkyl sulfates ie sulfated fatty alcohols having 6 to 22 carbon atoms, preferably 12 to 16 carbon atoms
  • fatty alkyl ether sulfates ie salts of sulfated adducts of about 1 to 10 mol of ethylene oxide with fatty alcohols having 6 to 22 , preferably 12 to 16 carbon atoms in the aliphatic radical have good foaming and cleaning power.
  • the commercially available manual dishwashing detergents are therefore generally aqueous solutions of such alkyl sulfates and / or alkyl ether sulfates in conjunction with other surfactants, in particular alkylbenzenesulfonates and solubilizers, colorants and fragrances.
  • these handwashing detergents customary on the market are not in terms of skin-friendliness always satisfactory.
  • US Pat. No. 2,752,334 and European laid-open patent EP-Al-550106 describe the synthesis of N-substituted lactobionic acid amides.
  • the two European patent applications EP-A-550281 and EP-A-550278 describe the use of lactobionic acid amides in cosmetic preparations or in detergents and cleaning agents, including hand dishwashing detergents.
  • DE-A-4215478 discloses lactobionic acid compositions which, owing to their favorable foaming behavior, can also be used in hand dishwashing detergents.
  • the object of the present invention is to provide an aqueous hand dishwashing detergent which, in addition to particularly skin-friendly properties, has a strong, stable foam, good emulsifying power and good cleaning power.
  • lactobionic acid amides as a constituent of specific surfactant combinations in aqueous hand dishwashing detergents, not only have particularly skin-friendly properties, but also have a particularly strong foam development, high foam stability, particularly good emulsifying power and good cleaning power .
  • the invention relates to aqueous hand dishwashing detergents containing 0.1 to 30% by weight, preferably 0.5 to 10% by weight, of a lactobionic acid amide of the formula I,
  • R 2 for hydrogen, a methyl or ethyl group or a branched or unbranched, saturated or unsaturated alkyl group having 3 to 22 carbon atoms
  • R ⁇ and R ⁇ independently of one another are hydrogen, alkyl groups with 1 to 4 carbon atoms or acyl groups with 6 to 22 carbon atoms, 0.1 to 40% by weight, preferably 5 to 35% by weight.
  • alkyl sulfate of the formula II R5-O-SO3X, in which R5 is a saturated or unsaturated Cö-C22-al yl group and X is an alkali metal, alkaline earth metal or ammonium ion, alkyl ether sulfate of the formula
  • R 6 -0- (CH2CH2 ⁇ ) n -S ⁇ 3X in which R 6 for a saturated or unsaturated Cö-C22- a ⁇ yl group, n for numbers from 1 to 10 and X for an alkali, Erd ⁇ alkali or Ammonium ion, or a mixture of both and 0.1 to 30% by weight, preferably 0.5 to 10% by weight, of an alkyl glycoside of the formula
  • R? represents a branched or unbranched, saturated or unsaturated C6-C22-al yl radical
  • G represents a glycosidic radical, in particular a glucose or xylose radical
  • x represents numbers from 1 to 10.
  • the lactobionic acid amide of the formula I need not be a uniform compound.
  • Lactobionic acid amides are preferably used in which R * is a branched or unbranched, saturated or unsaturated C 1 -C 8 -alkyl group and R 2 , R 3 and R 4 are hydrogen.
  • Fatty alkyl sulfates which can be used in the sense of the invention follow the formula II,
  • R5 stands for a saturated or unsaturated Cö-C22-alkyl group and X stands for an alkali, alkaline earth or ammonium ion.
  • These substances are known chemical compounds that can be obtained by sulfating fatty alcohols.
  • Typical examples are the sulfates of capronic alcohol, caprylic alcohol, capric alcohol, Lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol and erucyl alcohol and their technical mixtures.
  • Sulphates of technical grade C12 / 18- Ko * ⁇ os * fatty alcohol or CiO / i-tallow fatty alcohol cuts are preferably used in the form of their sodium salts.
  • Fatty alkyl ether sulfates which can be used in the sense of the invention follow the formula III,
  • R6 is a saturated or unsaturated C5-C22 alkyl group
  • n is a number from 1 to 10
  • X is an alkali metal, alkaline earth metal or ammonium ion.
  • Typical examples are the sulfation products of adducts of 1 to 10 moles of ethylene oxide (conventional or restricted homolog distribution) to 1 mole of capron alcohol, capryl alcohol, caprine alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, elaidyl alcohol, gadroelyl alcohol, petoleol alcohol, petoleol alcohol ⁇ hol, behenyl alcohol and erucyl alcohol and their technical mixtures.
  • Sulfates of adducts of 2 to 7 moles of ethylene oxide with saturated coconut oil alcohols having 12 to 18 carbon atoms in the form of their sodium, potassium and / or magnesium salts are preferred.
  • fatty alcohol ether sulfates can also be used, which are derived from corresponding fatty alcohol polyglycol ethers, which in turn were produced in the presence of calcined or, in particular, hydrophobicized hydrotalcite are and therefore have a particularly advantageous narrow homolog distribution.
  • Alkyl glycosides are known substances that can be obtained by the relevant methods of preparative organic chemistry. As a representative of the extensive literature, reference is made here to the documents EP-Al-O 301 298 and WO 90/3977. The alkyl glycosides follow the formula IV,
  • R? represents a linear or branched, saturated or unsaturated alkyl radical having 6 to 22 carbon atoms
  • x stands for a number from 1 to 10.
  • the alkyl or alkenyl radical R? can be derived from primary alcohols having 6 to 22, preferably 12 to 18 carbon atoms. Typical examples are capronic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as those obtained in the course of the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis. It is preferably derived from lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol or oleyl alcohol. Farther Elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and their technical mixtures are to be mentioned.
  • the weight ratios of the surfactant components mentioned under a), b) and c) preferably have the following values: a / b: 4: 1 to 1: 7, a / c: 4: 1 to 1: 4, b / c: 10: 1 to 1: 2.
  • n-alkylbenzenesulfonates with 9 to 16, preferably 12 carbon atoms in the alkyl radical, alkanesulfonates with 10 to 20, preferably 12 to 18 carbon atoms in the alkyl radical and olefin sulfonates with 12 to 16, preferably 12 to 14 carbon atoms in the n-alkyl radical name, which can be contained in amounts of up to 50 wt .-%, based on the entire agent.
  • the hand dishwashing detergents according to the invention are preferably free from surfactants with a sulfonate function.
  • surfactants optionally contained in the hand dishwashing detergents according to the invention are amphoteric surfactants and nonionic surfactants.
  • Betaine compounds of the formula can be used as amphoteric surfactants
  • R ⁇ is an alkyl radical with 8 to 20, preferably 10 to 18, carbon atoms, which is optionally interrupted by heteroatoms or heteroatom groups
  • R ⁇ and R * 0 are identical or different alkyl radicals with 1 to 3 carbon atoms.
  • Cio-Ciss-alkyl-dimethylcarboxymethylbetaine and Cn-Ci7-alkylamidopropyl-dimethyl-carboxymethyl-betaine are preferred.
  • fatty alkylamine oxides for example monoethanolamides, or addition products of 4 to 20, preferably 4 to 10, mol of alkylene oxide, preferably ethylene oxide on C 1 -C 4 -alkylbenzenes, Ci0 "C20” «preferably Ci2-Ci8 ⁇ alkanols, C ⁇ o-Cl8 _ ⁇ fatty acid alkanolamides, but also the addition products of ethylene oxide on polypropylene glycols, which are known under the name Pluronics ( R ) , and addition products of 1 to 7 moles of ethylene oxide with 1 to 5 moles of propylene oxide reacted with C ⁇ -Cis-alkanols.
  • Pluronics ( R ) Pluronics
  • the solvents to be added if necessary are low molecular weight alkanols having 1 to 4 carbon atoms in the molecule, preferably ethanol and isopropanol.
  • Solubilizers for example for dyes and perfume oils, can be used, for example, as alkanolamines, polyols such as ethylene glycol, propylene glycol, glycerol and alkylbenzenesulfonates having 1 to 3 carbon atoms in the alkyl radical, and short-chain Ci-Cs-alkyl glycosides.
  • the preferred thickeners include urea, sodium chloride and ammonium chloride or poly thickeners such as.
  • Corrosion inhibitors and preservatives include, for example, sodium benzoate, formaldehyde and sodium sulfite.
  • the hand dishwashing liquid can also Contain common disinfectants.
  • the pH of the agents according to the invention is preferably between 4.5 and 8.0.
  • the agents according to the invention of the following examples were obtained by stirring the individual constituents together in any order and leaving the mixture to stand until there were no bubbles.
  • APG Ci2 / i4 ⁇ cocoalkyl oligoglucoside
  • FAS Lauryl sulfate, Na salt, Texapon (R) LS, Henkel
  • compositions 1-10 are ternary mixtures of LBA / APG / FAS (compositions 1-5) and LBA / APG / FAES (compositions 6-10).
  • compositions each contain 60% by weight of FAS (compositions 1-5) and 60% by weight of FAES (compositions 6-10). The remaining 40% by weight are LBA and / or APG.
  • APG (in% by weight] 40 30 20 10 0
  • APG (in% by weight] 40 30 20 10 0
  • a mixing ratio FAS / APG / LBA which is particularly favorable in terms of cleaning ability is 60:30:10.
  • Table 1 b) shows that a mixture ratio which is favorable for the ternary mixture FAES / APG / LBA is from 60:30:10 to 60:20:20.
  • the mixing cylinders were then clamped into the Wagner device and "shaken" for 20 revolutions.
  • the volume of foam was read off after 1 minute. Then the mixing cylinders were removed from the Wagner device, mixed with 0.5 ml of olive oil and clamped again. It was "shaken” again 20 times.
  • APG (in% by weight] 40 30 20 10 0
  • Example 21 stands for a hand dishwashing liquid high concentrate which is used in a diluted form. Raw materials that are as water-free as possible are used in the manufacture.

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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

L'invention concerne des agents de lavage aqueux pour le lavage manuel de la vaiselle, contenant une combinaison tensio-active ternaire d'amide d'acide lactobionique, d'alkylsulfate gras en C6-C22 et/ou d'alkyléthersulfate gras en C6-C22 et d'alkylglucoside en C6-C22.
PCT/EP1995/000736 1994-03-08 1995-03-01 Agent de lavage aqueux pour le lavage manuel de la vaisselle WO1995024462A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19944407687 DE4407687A1 (de) 1994-03-08 1994-03-08 Wäßrige Handgeschirrspülmittel
DEP4407687.8 1994-03-08

Publications (1)

Publication Number Publication Date
WO1995024462A1 true WO1995024462A1 (fr) 1995-09-14

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PCT/EP1995/000736 WO1995024462A1 (fr) 1994-03-08 1995-03-01 Agent de lavage aqueux pour le lavage manuel de la vaisselle

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WO (1) WO1995024462A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2795659A1 (fr) * 1999-06-29 2001-01-05 Cognis Deutschland Gmbh Melanges d'agents tensioactifs anioniques fluides hautement concentres

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6551976B1 (en) 1997-07-07 2003-04-22 Cognis Corporation Use of surfactant mixtures with matching hydrophobes to obtain increased performance in laundry detergents
CA2612624A1 (fr) * 2005-06-23 2006-12-28 Reckitt Benckiser Inc Compositions detergentes pour une utilisation domestique de lavage de vaisselle

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523962A1 (fr) * 1982-03-24 1983-09-30 Centre Nat Rech Scient Nouveaux amides d'acides aldoniques, leur preparation et compositions les contenant
WO1992006162A1 (fr) * 1990-09-28 1992-04-16 The Procter & Gamble Company Detergent contenant des tensioactifs de sulfate d'alkyle et d'amide de l'acide gras de polyhydroxy
WO1993005132A1 (fr) * 1991-09-06 1993-03-18 The Procter & Gamble Company Compositions detergentes contenant du calcium et un amide d'acide gras polyhydroxy
EP0550278A1 (fr) * 1991-12-31 1993-07-07 Unilever Plc Compositions détergentes contenant des surfactants glycolipides non-ioniques
EP0569869A1 (fr) * 1992-05-11 1993-11-18 Solvay Deutschland GmbH Composés d'amides de l'acide lactobionique et leur utilisation
WO1993023512A1 (fr) * 1992-05-18 1993-11-25 Henkel Kommanditgesellschaft Auf Aktien Melanges de tensioactifs doux

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523962A1 (fr) * 1982-03-24 1983-09-30 Centre Nat Rech Scient Nouveaux amides d'acides aldoniques, leur preparation et compositions les contenant
WO1992006162A1 (fr) * 1990-09-28 1992-04-16 The Procter & Gamble Company Detergent contenant des tensioactifs de sulfate d'alkyle et d'amide de l'acide gras de polyhydroxy
WO1993005132A1 (fr) * 1991-09-06 1993-03-18 The Procter & Gamble Company Compositions detergentes contenant du calcium et un amide d'acide gras polyhydroxy
EP0550278A1 (fr) * 1991-12-31 1993-07-07 Unilever Plc Compositions détergentes contenant des surfactants glycolipides non-ioniques
EP0569869A1 (fr) * 1992-05-11 1993-11-18 Solvay Deutschland GmbH Composés d'amides de l'acide lactobionique et leur utilisation
WO1993023512A1 (fr) * 1992-05-18 1993-11-25 Henkel Kommanditgesellschaft Auf Aktien Melanges de tensioactifs doux

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2795659A1 (fr) * 1999-06-29 2001-01-05 Cognis Deutschland Gmbh Melanges d'agents tensioactifs anioniques fluides hautement concentres

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Publication number Publication date
DE4407687A1 (de) 1995-09-14

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