EP0216301B1 - Flüssiges reinigungsmittel - Google Patents

Flüssiges reinigungsmittel Download PDF

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Publication number
EP0216301B1
EP0216301B1 EP86112821A EP86112821A EP0216301B1 EP 0216301 B1 EP0216301 B1 EP 0216301B1 EP 86112821 A EP86112821 A EP 86112821A EP 86112821 A EP86112821 A EP 86112821A EP 0216301 B1 EP0216301 B1 EP 0216301B1
Authority
EP
European Patent Office
Prior art keywords
alkyl
fatty
sulfate
weight
fatty acid
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
EP86112821A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0216301A3 (en
EP0216301A2 (de
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6281832&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0216301(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT86112821T priority Critical patent/ATE66687T1/de
Publication of EP0216301A2 publication Critical patent/EP0216301A2/de
Publication of EP0216301A3 publication Critical patent/EP0216301A3/de
Application granted granted Critical
Publication of EP0216301B1 publication Critical patent/EP0216301B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0094—High foaming compositions
    • 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
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group

Definitions

  • Liquid cleaning agents usually consist of aqueous solutions of synthetic anionic and / or nonionic surfactants and conventional additives. They are particularly used for cleaning hard surfaces, for example glass, ceramic materials, plastics, painted and polished surfaces.
  • An important area of application for liquid detergents is the manual washing of eating and cooking utensils. The dishes are usually cleaned at slightly elevated temperatures of around 35 to 45 ° C in very dilute liquors. The cleaning power of an agent is generally assessed by the consumer the better and the longer the cleaning liquor foams. Due to the contact of the hands with the cleaning solution over a longer period of time, the skin-friendliness of the agent is of particular importance when washing dishes. 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.
  • the present invention relates to liquid, manually applicable, skin-friendly dishwashing detergents with strong foaming and good cleaning power.
  • alkyl ether sulfates that is to say salts of sulfated adducts of about 2 to 5 moles of ethylene oxide with fatty alcohols of about 10 to 18, preferably 12 to 16 carbon atoms in the aliphatic residue have good foaming and cleaning power as well as skin-friendly properties.
  • the commercially available, manual dishwashing detergents also known as dishwashing detergents
  • dishwashing detergents therefore generally represent aqueous solutions of such alkyl ether sulfates in conjunction with other surfactants, in particular alkylbenzenesulfonates and solubilizers, colors and fragrances.
  • Swiss patent 354 195 discloses liquid detergents for manual dishwashing, which are a combination of an alkyl ether sulfate and a nonionic surfactant of the fatty acid alkanolamide type from mono- or dialkanolamides with no more than 3 carbon atoms in each alkanol residue of saturated fatty acids with 10 to 14 Contain carbon atoms, together with water, solubilizers, colors and fragrances.
  • alkyl monoglucosides not only develop stable foam themselves, but also act as foam stabilizers for other anionic and nonionic surfactants. They are said to be comparable to fatty acid alkanolamides and in some cases to be somewhat better than these. Combinations with such alkanolamides are not described.
  • European patent applications 70 076 and 105 556 disclose foaming liquid cleaning agents containing anionic surfactants, alkyl glucosides and amine oxides or fatty acid alkanol amides and other nonionic surfactants , the alkyl glucosides being alkyl oligoglucosides which contain the glucose unit about 1.5 to 10 times , acts. This value is an average value and also takes into account the presence of alkyl monoglucosides in a corresponding proportion. Alkyl glucosides with a degree of oligomerization of 1.6 to higher than 2 are found to be particularly suitable.
  • fatty alkyl glucosides of the fatty alkyl monoglucoside type.
  • Fatty alkyl monoglucosides are understood here to mean compounds with 1 to 1.4 glucose units per fatty alkyl radical.
  • the fatty alkyl radical preferably has 10 to 18, in particular essentially 12 to 14, carbon atoms.
  • “Fatty alkyl” is understood to mean the residues of the fatty alcohols produced by hydrogenation of natural fatty acids which are wholly or predominantly saturated or which also comprise unsaturated portions.
  • an alkyl sulfate or an alkyl ether sulfate is used as the synthetic anionic surfactant.
  • the invention creates a cleaning agent made from three different types of surfactants, the hydrophobic part of which is produced entirely from renewable raw materials (fats).
  • the hydrophilic part of the molecule also consists of a renewable one Raw material (sugar).
  • the anionic surfactants which have a petrochemical base, in particular alkylbenzenesulfonate, are therefore not used.
  • the preferred alkyl sulfates or alkyl ether sulfates are commercially available, they have a straight-chain aliphatic C 12 -C 18 , preferably C 12 -C 14 radical.
  • the associated cation is preferably an alkali metal or ammonium ion.
  • the degree of ethoxylation of alkyl ether sulfates is 1 to 5; preference is given to using an alkyl ether sulfate mixture consisting of 50 percent by weight of a C 12 alkyl ether sulfate and 50 percent by weight of a C 14 alkyl ether sulfate having 1 to 5, preferably 2 to 4, ethylene oxide groups instead of the alkyl ether sulfate mixture which is usually used and which contains the same components in a weight ratio of 70:30 , advantageous because it leads to a reduction in skin irritation without reducing the known good washing power of such agents. Small additional amounts of alkyl ether sulfates with less than 12 or more than 14 carbon atoms in the alkyl radical change these good results only insignificantly, but should be avoided if necessary.
  • the amount of alkyl and alkyl ether sulfates used is generally 2 to 25, preferably 3 to 20 percent by weight, based on the total agent.
  • the fatty acid alkanolamides used generally have an alkyl group with 8 to 18, preferably 10 to 14 carbon atoms in the fatty acid residue, while the amide group either with two hydroxyalkyl groups with 1 to 3 carbon atoms (dialkanolamide) or with such a hydroxyalkyl group and with hydrogen or a C. 1 -C 3 alkyl group is substituted.
  • These connections are generally used in an amount of 1 to 15, preferably 1 to 5 percent by weight, based on the total agent.
  • Mixtures of fatty acid mono- and dialkanolamides are preferably used.
  • the amount of the alkyl monoglucosides added according to the invention is generally 2 to 25, preferably 3 to 20 percent by weight, based on the total agent, this amount preferably being equal to or less than the combined amount of sulfate surfactant and fatty acid alkanolamide.
  • solubilizers for example for dyes and perfume oils, for example alkanolamines, polyols, such as ethylene glycol, propylene glycol-1,2 or glycerol, and as hydrotropes, alkali alkylbenzenesulfonates having 1 to 3 carbon atoms in the alkyl radical, preferably sodium cumene sulfonate, can be used.
  • the amounts used are between 3 and 15 percent by weight, based on the total agent.
  • solvents such as low molecular weight alkanols with 1 to 4 carbon atoms in the molecule, preferably ethanol and isopropyl alcohol, are usually used.
  • the amounts used are also 3 to 15 percent by weight, based on the total agent.
  • Thickeners such as urea, sodium chloride, ammonium chloride and magnesium chloride can also be used individually or in combination.
  • Other common optional additives are corrosion inhibitors, preservatives, dyes and perfume oils.
  • the remainder to be calculated for a total of 100 percent by weight for the total composition consists of water.
  • liquid cleaning agents according to the invention according to the following examples were obtained by stirring the individual constituents together and allowing the mixture to stand until there were no bubbles.
  • the sodium salts were used as anionic surfactants.
  • the plate test is described in this example.
  • the amount of 9 g of sodium C 12-14 alkyl (EO) 2 sulfate was stirred at room temperature with 7.5 g of sodium cumene sulfonate in 68.5 g of water and 12 g of C 12 in succession in any order with further stirring -14 -Alkyl monoglucoside with 1.3 glucose units (GE) in the molecule and 2 g of C 12-14 fatty acid monoethanolamide and 1 g of C12-C14 fatty acid diethanolamide were added.
  • the product was clear and had a Höppler viscosity of 15 mPas at 20 ° C.
  • saucers were coated with 2 g of melted beef tallow (test soil A) and accordingly with 2 g of a mixed soil of protein, fat and carbohydrates (MiNO-1 from Henkel) (test soil B) mixed with water. Then 8 liters of tap water (16 ° d) at 45 ° C were placed in a bowl. To clean the plates soiled with (A), 4 g, ie 0.5 g / l, of the cleaning agent prepared were added and the plates were washed. Until the foam of the initially foaming solution disappeared, 18 plates could be washed clean.
  • Example 1 According to the information in Example 1, 6 different compositions were produced with respect to the alkyl ether sulfate and the alkyl glucoside content with a constant content of C 12-14 fatty acid diethanolamide, and products with 1.1 GE and 2.2 GE were compared as alkyl glucosides.
  • the agents were each subjected to the plate test. The results are shown in the table below. They show the advantage of the product with 1.1 GE.
  • Example 2 According to the information in Example 1, this time the C 12-14 alkyl (EO) 2 sulfate was replaced by C 12-14 alkyl sulfate and the procedure in Example 2 was followed. One with 1.4 GE and one with 2.2 GE were used as glucosides. The results are shown in the table below. They show that the advantages of using alkyl monoglucosides with GE less than 1.5 also occur in conjunction with alkyl sulfates.
  • EO alkyl

Landscapes

  • 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)
  • Molecular Biology (AREA)
  • Detergent Compositions (AREA)
EP86112821A 1985-09-25 1986-09-17 Flüssiges reinigungsmittel Expired - Lifetime EP0216301B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86112821T ATE66687T1 (de) 1985-09-25 1986-09-17 Fluessiges reinigungsmittel.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3534082 1985-09-25
DE19853534082 DE3534082A1 (de) 1985-09-25 1985-09-25 Fluessiges reinigungsmittel

Publications (3)

Publication Number Publication Date
EP0216301A2 EP0216301A2 (de) 1987-04-01
EP0216301A3 EP0216301A3 (en) 1988-08-31
EP0216301B1 true EP0216301B1 (de) 1991-08-28

Family

ID=6281832

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86112821A Expired - Lifetime EP0216301B1 (de) 1985-09-25 1986-09-17 Flüssiges reinigungsmittel

Country Status (6)

Country Link
US (1) US4732704A (enrdf_load_stackoverflow)
EP (1) EP0216301B1 (enrdf_load_stackoverflow)
JP (1) JPS6274999A (enrdf_load_stackoverflow)
AT (1) ATE66687T1 (enrdf_load_stackoverflow)
DE (2) DE3534082A1 (enrdf_load_stackoverflow)
ES (1) ES2001985A6 (enrdf_load_stackoverflow)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9267097B2 (en) 2007-02-15 2016-02-23 Ecolab Usa Inc. Fast dissolving solid detergent

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US4834903A (en) * 1986-09-29 1989-05-30 Henkel Corporation Alkylene oxide adducts of glycoside surfactants and detergent compositions containing same
DE3706015A1 (de) * 1987-02-25 1988-11-17 Henkel Kgaa Fluessiges reinigungsmittel
JPH01168613A (ja) * 1987-12-24 1989-07-04 Shiseido Co Ltd 洗浄剤組成物
GB8810820D0 (en) * 1988-05-06 1988-06-08 Unilever Plc Detergent compositions
US5230835A (en) * 1988-08-04 1993-07-27 Kao Corporation Mild non-irritating alkyl glycoside based detergent compositions
JP2566816B2 (ja) * 1988-08-29 1996-12-25 花王株式会社 洗浄剤組成物
EP0353735B1 (en) * 1988-08-04 1996-01-10 Kao Corporation Detergent composition
NZ230239A (en) * 1988-08-19 1991-05-28 Colgate Palmolive Co Dishwashing detergents containing alkyl mono- or poly-glucosides
CA2002095C (en) * 1988-11-03 1998-06-02 Ralph S. Itoku High viscosity detergent gel composition and method of making same
DE3838808A1 (de) * 1988-11-17 1990-05-23 Henkel Kgaa Wasch- und reinigungsmittel, enthaltend ein tensidgemisch aus alkylglykosiden und aniontensiden
JPH0699710B2 (ja) * 1989-01-09 1994-12-07 花王株式会社 洗浄剤組成物
JPH0699708B2 (ja) * 1989-03-20 1994-12-07 花王株式会社 中性液体洗浄剤組成物
DE3920480A1 (de) * 1989-06-22 1991-01-03 Henkel Kgaa Fluessigwaschmittel
JPH0699711B2 (ja) * 1989-07-25 1994-12-07 花王株式会社 液体洗浄剤組成物
DE3925846A1 (de) * 1989-08-04 1991-02-14 Huels Chemische Werke Ag Emulgatoren zur herstellung von lagerstabilen, waessrigen polysiloxan- bzw. polysiloxan-paraffinoel-emulsionen
US5268126A (en) * 1989-08-04 1993-12-07 Huels Aktiengesellschaft Emulsifiers for the preparation of aqueous polysiloxane emulsions and aqueous polysiloxane-paraffin oil emulsions with long shelf lives
DE4003098A1 (de) * 1990-02-02 1991-08-08 Henkel Kgaa Waessriges fluessiges reinigungsmittel
US5118440A (en) * 1990-03-05 1992-06-02 The Procter & Gamble Company Light-duty liquid dishwashing detergent composition containing alkyl polysaccharide and alpha-sulfonated fatty acid alkyl ester surfactants
DE4017922A1 (de) * 1990-06-05 1991-12-12 Henkel Kgaa Fluessige alkylglykosidhaltige tensidmischung
DE4023334A1 (de) * 1990-07-23 1992-01-30 Henkel Kgaa Fluessiges, giess- und pumpfaehiges tensidkonzentrat
JPH04126799A (ja) * 1990-09-17 1992-04-27 Kanebo Ltd 洗浄剤組成物
DE4036662A1 (de) * 1990-11-17 1992-05-21 Huels Chemische Werke Ag Fluessiges, schaeumendes reinigungsmittel
DE4102744A1 (de) * 1991-01-30 1992-08-06 Henkel Kgaa Schwachschaeumendes scheuerpulver
US5565146A (en) * 1991-04-15 1996-10-15 Cologate-Palmolive Co. Light duty liquid detergent compositions
US5480586A (en) * 1991-04-15 1996-01-02 Colgate-Palmolive Co. Light duty liquid detergent compostion comprising a sulfosuccinamate-containing surfactant blend
GB9207637D0 (en) * 1991-04-24 1992-05-27 Kao Corp Milky detergent composition for hard surfaces
DE4117689A1 (de) * 1991-05-29 1992-12-03 Henkel Kgaa Fluessige, giess- und pumpfaehige tensidzubereitung
US5449763A (en) * 1991-10-10 1995-09-12 Henkel Corporation Preparation of alkylpolyglycosides
ES2154639T3 (es) * 1991-10-10 2001-04-16 Cognis Corp Preparacion de mezclas mejoradas de agentes tensioactivos alquilpoliglicosidicos.
US5266690A (en) * 1991-12-19 1993-11-30 Henkel Corporation Preparation of alkylpolyglycosides
US5298195A (en) * 1992-03-09 1994-03-29 Amway Corporation Liquid dishwashing detergent
US6071429A (en) * 1992-09-21 2000-06-06 Henkel Corporation Viscosity-stabilized amide composition, methods of preparing and using same
DE4234487A1 (de) * 1992-10-14 1994-04-21 Henkel Kgaa Wäßrige Detergensgemische
DE4239679A1 (de) * 1992-11-26 1994-06-01 Henkel Kgaa Viskose wäßrige Tensidzubereitungen
DE4311114A1 (de) * 1993-04-05 1994-10-06 Henkel Kgaa Detergensgemische
DE4409189C2 (de) * 1994-03-17 1996-08-14 Chem Y Tensid-Zusammensetzung, insbesondere zur Verwendung in Körperreinigungsmitteln
AU675833B2 (en) * 1994-03-23 1997-02-20 Amway Corporation Concentrated all-purpose light duty liquid cleaning composition and method of use
US5474713A (en) * 1994-03-23 1995-12-12 Amway Corporation High actives cleaning compositions and methods of use
DE4438583A1 (de) * 1994-10-28 1996-05-02 Henkel Kgaa Wäßrige Handgeschirrspülmittel
US6555515B1 (en) 1995-12-06 2003-04-29 Henkel Kommanitgesellschaft Auf Aktien Formulations for cleaning hard surfaces based on at least partly branched-chain alkyl oligoglucosides
US5837668A (en) * 1996-04-30 1998-11-17 Rhodia Inc. Acyloxyalkane sulfonate and amphoteric surfactant blend compositions and methods for preparing same
AU5816398A (en) * 1997-02-18 1998-09-08 Henkel Corporation Improved light-duty liquid performance of ether sulfate using alkyl polyglycoside
US6767881B1 (en) 2003-03-19 2004-07-27 Ecolab, Inc. Cleaning concentrate

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9267097B2 (en) 2007-02-15 2016-02-23 Ecolab Usa Inc. Fast dissolving solid detergent

Also Published As

Publication number Publication date
US4732704A (en) 1988-03-22
EP0216301A3 (en) 1988-08-31
DE3534082A1 (de) 1987-04-02
ATE66687T1 (de) 1991-09-15
EP0216301A2 (de) 1987-04-01
JPS6274999A (ja) 1987-04-06
ES2001985A6 (es) 1988-07-01
DE3534082C2 (enrdf_load_stackoverflow) 1988-07-28
DE3681103D1 (de) 1991-10-02

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