EP0216301A2 - Agent de nettoyage liquide - Google Patents
Agent de nettoyage liquide Download PDFInfo
- Publication number
- EP0216301A2 EP0216301A2 EP86112821A EP86112821A EP0216301A2 EP 0216301 A2 EP0216301 A2 EP 0216301A2 EP 86112821 A EP86112821 A EP 86112821A EP 86112821 A EP86112821 A EP 86112821A EP 0216301 A2 EP0216301 A2 EP 0216301A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- fatty
- sulfate
- fatty acid
- anionic surfactants
- 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.)
- Granted
Links
- 239000007788 liquid Substances 0.000 title claims description 11
- 239000012459 cleaning agent Substances 0.000 title description 8
- -1 alkylether sulfate Chemical class 0.000 claims abstract description 28
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 22
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 19
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 18
- 239000000194 fatty acid Substances 0.000 claims abstract description 18
- 229930195729 fatty acid Natural products 0.000 claims abstract description 18
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 11
- 239000003599 detergent Substances 0.000 claims abstract description 11
- 239000004094 surface-active agent Substances 0.000 claims abstract description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 9
- 150000008051 alkyl sulfates Chemical class 0.000 claims abstract description 7
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 238000004140 cleaning Methods 0.000 claims description 12
- 229930182478 glucoside Natural products 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 150000008131 glucosides Chemical group 0.000 claims description 3
- 238000004851 dishwashing Methods 0.000 abstract description 6
- 238000005187 foaming Methods 0.000 abstract description 5
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000006260 foam Substances 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229940079842 sodium cumenesulfonate Drugs 0.000 description 2
- QEKATQBVVAZOAY-UHFFFAOYSA-M sodium;4-propan-2-ylbenzenesulfonate Chemical compound [Na+].CC(C)C1=CC=C(S([O-])(=O)=O)C=C1 QEKATQBVVAZOAY-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
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 cleaning agents 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 rated 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, are preferred wise 12 to 16 carbon atoms in the aliphatic rest 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 application 70 076 discloses foaming liquid detergents containing anionic surfactants, alkyl glucosides and amine oxides or fatty acid alkanolamides, the alkyl glucosides being alkyl oligoglucosides which contain the glucose unit about 1.5 to 10 times. 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 higher than 2 are found to be particularly suitable.
- fatty alkyl glucosides can be increased, that one chooses fatty alkyl glucosides of the fatty alkyl monoglucoside type.
- Fatty alkyl monoglucosides are understood here to mean compounds with an average of less than two glucose units per fatty alkyl radical, in particular those with 1 to 1.4 glucose units.
- the fatty alkyl radical 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.
- alkyl sulfates or alkyl ether sulfates are commercially available, they have a straight-chain aliphatic C 12- C18, preferably C12-C14 radical.
- the associated cation is preferably an alkali metal or ammonium ion.
- the degree of ethoxylation of alkyl ether sulfates is 1 to 5; it is preferred to use an alkyl ether sulfate mixture consisting of 50 percent by weight of a C12 alkyl ether sulfate and 50 percent by weight of a C14 alkyl ether sulfate with 1 to 5, preferably 2 to 4, ethylene oxide groups instead of the alkyl ether sulfate mixture usually used, which contains the same components in a weight ratio of 70:30 , 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 2 to 25, preferably 3 to 20 percent by weight, based on the total agent.
- the fatty acid alkanolamides used 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 C1-C3 -Alkyl distr is substituted.
- This verb disme are used in an amount of 1 to 15, preferably from 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 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 prepared by stirring the individual
- the 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 was as in Example 2. 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.
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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)
- Molecular Biology (AREA)
- Detergent Compositions (AREA)
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 |
---|---|---|---|
DE19853534082 DE3534082A1 (de) | 1985-09-25 | 1985-09-25 | Fluessiges reinigungsmittel |
DE3534082 | 1985-09-25 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0216301A2 true EP0216301A2 (fr) | 1987-04-01 |
EP0216301A3 EP0216301A3 (en) | 1988-08-31 |
EP0216301B1 EP0216301B1 (fr) | 1991-08-28 |
Family
ID=6281832
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP86112821A Revoked EP0216301B1 (fr) | 1985-09-25 | 1986-09-17 | Agent de nettoyage liquide |
Country Status (6)
Country | Link |
---|---|
US (1) | US4732704A (fr) |
EP (1) | EP0216301B1 (fr) |
JP (1) | JPS6274999A (fr) |
AT (1) | ATE66687T1 (fr) |
DE (2) | DE3534082A1 (fr) |
ES (1) | ES2001985A6 (fr) |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0341071A2 (fr) * | 1988-05-06 | 1989-11-08 | Unilever Plc | Compositions détergentes |
EP0353735A2 (fr) * | 1988-08-04 | 1990-02-07 | Kao Corporation | Composition détergente |
WO1990002164A1 (fr) * | 1988-08-19 | 1990-03-08 | Colgate Palmolive Company | Compositions de detergents liquides pour lavages delicats |
EP0370312A2 (fr) * | 1988-11-17 | 1990-05-30 | Henkel Kommanditgesellschaft auf Aktien | Agent de lavage et de nettoyage contenant un mélange d'agents tensio-actifs composé d'alkylglycosides et de tensio-actifs anioniques |
EP0403948A1 (fr) * | 1989-06-22 | 1990-12-27 | Henkel Kommanditgesellschaft auf Aktien | Composition détergente |
GB2234983A (en) * | 1989-07-25 | 1991-02-20 | Kao Corp | Liquid detergent composition |
EP0418479A1 (fr) * | 1989-08-04 | 1991-03-27 | Hüls Aktiengesellschaft | Agents émulsifiants pour la préparation d'émulsions aqueuses d'huiles de polysiloxane et/ou de paraffine stables au stockage |
WO1991018963A1 (fr) * | 1990-06-05 | 1991-12-12 | Henkel Kommanditgesellschaft Auf Aktien | Concentre liquide, fluide et pompable d'agents tensio-actifs |
WO1992001772A1 (fr) * | 1990-07-23 | 1992-02-06 | Henkel Kommanditgesellschaft Auf Aktien | Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite |
EP0486786A1 (fr) * | 1990-11-17 | 1992-05-27 | Hüls Aktiengesellschaft | Détergent liquide moussant |
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 |
WO1994012601A1 (fr) * | 1992-11-26 | 1994-06-09 | Henkel Kommanditgesellschaft Auf Aktien | Preparations tensioactives visqueuses aqueuses |
DE4409189A1 (de) * | 1994-03-17 | 1995-09-21 | Chem Y | Tensid-Zusammensetzung, insbesondere zur Verwendung in Körperreinigungsmitteln |
WO1996013567A1 (fr) * | 1994-10-28 | 1996-05-09 | Henkel Kommanditgesellschaft Auf Aktien | Detergent aqueux pour lavage manuel de la vaisselle |
US5575864A (en) * | 1994-03-23 | 1996-11-19 | Haley; Kalliopi S. | Method for cleaning a hard surface with an all-purpose liquid cleaning composition |
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 |
US8093200B2 (en) | 2007-02-15 | 2012-01-10 | Ecolab Usa Inc. | Fast dissolving solid detergent |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
JP2566816B2 (ja) * | 1988-08-29 | 1996-12-25 | 花王株式会社 | 洗浄剤組成物 |
US5230835A (en) * | 1988-08-04 | 1993-07-27 | Kao Corporation | Mild non-irritating alkyl glycoside based detergent compositions |
CA2002095C (fr) * | 1988-11-03 | 1998-06-02 | Ralph S. Itoku | Gel nettoyant a haut degre de viscosite et methode de fabrication connexe |
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 |
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 |
JPH04126799A (ja) * | 1990-09-17 | 1992-04-27 | Kanebo Ltd | 洗浄剤組成物 |
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 |
DE69231692T2 (de) * | 1991-10-10 | 2001-09-20 | Cognis Corp., Gulph Mills | Herstellung verbesserter alkylpolyglykosidtensidmischungen |
US5266690A (en) * | 1991-12-19 | 1993-11-30 | Henkel Corporation | Preparation of alkylpolyglycosides |
US5449763A (en) * | 1991-10-10 | 1995-09-12 | 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 |
DE4311114A1 (de) * | 1993-04-05 | 1994-10-06 | Henkel Kgaa | Detergensgemische |
US5474713A (en) * | 1994-03-23 | 1995-12-12 | Amway Corporation | High actives cleaning compositions and methods of use |
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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EP0105556A1 (fr) * | 1982-09-30 | 1984-04-18 | THE PROCTER & GAMBLE COMPANY | Composition détergente liquide contenant des tensides nonioniques et ioniques |
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1985
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1986
- 1986-08-21 US US06/898,690 patent/US4732704A/en not_active Expired - Lifetime
- 1986-09-17 AT AT86112821T patent/ATE66687T1/de not_active IP Right Cessation
- 1986-09-17 DE DE8686112821T patent/DE3681103D1/de not_active Revoked
- 1986-09-17 EP EP86112821A patent/EP0216301B1/fr not_active Revoked
- 1986-09-24 ES ES8602131A patent/ES2001985A6/es not_active Expired
- 1986-09-25 JP JP61227950A patent/JPS6274999A/ja active Pending
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EP0070076A2 (fr) * | 1981-07-13 | 1983-01-19 | THE PROCTER & GAMBLE COMPANY | Compositions liquides moussantes de rinçage pour la vaisselle |
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Cited By (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0341071A2 (fr) * | 1988-05-06 | 1989-11-08 | Unilever Plc | Compositions détergentes |
EP0341071A3 (en) * | 1988-05-06 | 1990-07-11 | Unilever Plc | Detergent compositions |
EP0353735A2 (fr) * | 1988-08-04 | 1990-02-07 | Kao Corporation | Composition détergente |
EP0353735A3 (fr) * | 1988-08-04 | 1992-03-18 | Kao Corporation | Composition détergente |
GR890100505A (en) * | 1988-08-19 | 1990-08-22 | Colgate Palmolive Co | Liqht duty liquid detergent compositions |
WO1990002164A1 (fr) * | 1988-08-19 | 1990-03-08 | Colgate Palmolive Company | Compositions de detergents liquides pour lavages delicats |
WO1990005772A3 (fr) * | 1988-11-17 | 1990-11-29 | Henkel Kgaa | Produit de lavage et de nettoyage comprenant un melange tensio-actif a base d'alkylglycosides et d'agents de surface anioniques |
EP0370312A3 (fr) * | 1988-11-17 | 1990-11-14 | Henkel Kommanditgesellschaft auf Aktien | Agent de lavage et de nettoyage contenant un mélange d'agents tensio-actifs composé d'alkylglycosides et de tensio-actifs anioniques |
WO1990005772A2 (fr) * | 1988-11-17 | 1990-05-31 | Henkel Kommanditgesellschaft Auf Aktien | Produit de lavage et de nettoyage comprenant un melange tensio-actif a base d'alkylglycosides et d'agents de surface anioniques |
EP0370312A2 (fr) * | 1988-11-17 | 1990-05-30 | Henkel Kommanditgesellschaft auf Aktien | Agent de lavage et de nettoyage contenant un mélange d'agents tensio-actifs composé d'alkylglycosides et de tensio-actifs anioniques |
EP0403948A1 (fr) * | 1989-06-22 | 1990-12-27 | Henkel Kommanditgesellschaft auf Aktien | Composition détergente |
WO1990015855A1 (fr) * | 1989-06-22 | 1990-12-27 | Henkel Kommanditgesellschaft Auf Aktien | Produits liquides de lavage |
GB2234983A (en) * | 1989-07-25 | 1991-02-20 | Kao Corp | Liquid detergent composition |
GB2234983B (en) * | 1989-07-25 | 1993-01-06 | Kao Corp | Liquid detergent composition |
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 |
EP0418479A1 (fr) * | 1989-08-04 | 1991-03-27 | Hüls Aktiengesellschaft | Agents émulsifiants pour la préparation d'émulsions aqueuses d'huiles de polysiloxane et/ou de paraffine stables au stockage |
WO1991018963A1 (fr) * | 1990-06-05 | 1991-12-12 | Henkel Kommanditgesellschaft Auf Aktien | Concentre liquide, fluide et pompable d'agents tensio-actifs |
US5258142A (en) * | 1990-06-05 | 1993-11-02 | Henkel Kommanditgesellschaft Auf Aktien | Liquid, free-flowing and pumpable surfactant concentrate containing mixed anionic surfactant and alkyl polyglycoside surfactant |
WO1992001772A1 (fr) * | 1990-07-23 | 1992-02-06 | Henkel Kommanditgesellschaft Auf Aktien | Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite |
EP0486786A1 (fr) * | 1990-11-17 | 1992-05-27 | Hüls Aktiengesellschaft | Détergent liquide moussant |
WO1994012601A1 (fr) * | 1992-11-26 | 1994-06-09 | Henkel Kommanditgesellschaft Auf Aktien | Preparations tensioactives visqueuses aqueuses |
DE4409189A1 (de) * | 1994-03-17 | 1995-09-21 | Chem Y | Tensid-Zusammensetzung, insbesondere zur Verwendung in Körperreinigungsmitteln |
US5575864A (en) * | 1994-03-23 | 1996-11-19 | Haley; Kalliopi S. | Method for cleaning a hard surface with an all-purpose liquid cleaning composition |
US5837065A (en) * | 1994-03-23 | 1998-11-17 | Amway Corporation | Concentrated all-purpose light duty liquid cleaning composition and method of use |
WO1996013567A1 (fr) * | 1994-10-28 | 1996-05-09 | Henkel Kommanditgesellschaft Auf Aktien | Detergent aqueux pour lavage manuel de la vaisselle |
US6090764A (en) * | 1994-10-28 | 2000-07-18 | Henkel Kommanditgesellschaft Auf Aktien | Water-based manual dishwashing detergents comprising glycerol sulfates |
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 |
US8093200B2 (en) | 2007-02-15 | 2012-01-10 | Ecolab Usa Inc. | Fast dissolving solid detergent |
US8309509B2 (en) | 2007-02-15 | 2012-11-13 | Ecolab Usa Inc. | Fast dissolving solid detergent |
US8697625B2 (en) | 2007-02-15 | 2014-04-15 | Ecolab Usa Inc. | Fast dissolving solid detergent |
US10005986B2 (en) | 2007-02-15 | 2018-06-26 | Ecolab Usa Inc. | Fast dissolving solid detergent |
US10577565B2 (en) | 2007-02-15 | 2020-03-03 | Ecolab Usa Inc. | Fast dissolving solid detergent |
US11261406B2 (en) | 2007-02-15 | 2022-03-01 | Ecolab Usa Inc. | Fast dissolving solid detergent |
Also Published As
Publication number | Publication date |
---|---|
EP0216301B1 (fr) | 1991-08-28 |
EP0216301A3 (en) | 1988-08-31 |
US4732704A (en) | 1988-03-22 |
DE3534082C2 (fr) | 1988-07-28 |
ES2001985A6 (es) | 1988-07-01 |
DE3681103D1 (de) | 1991-10-02 |
DE3534082A1 (de) | 1987-04-02 |
ATE66687T1 (de) | 1991-09-15 |
JPS6274999A (ja) | 1987-04-06 |
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