EP0383053A1 - Détergents liquides - Google Patents
Détergents liquides Download PDFInfo
- Publication number
- EP0383053A1 EP0383053A1 EP90101194A EP90101194A EP0383053A1 EP 0383053 A1 EP0383053 A1 EP 0383053A1 EP 90101194 A EP90101194 A EP 90101194A EP 90101194 A EP90101194 A EP 90101194A EP 0383053 A1 EP0383053 A1 EP 0383053A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- contain
- anionic
- unsaturated fatty
- surfactant
- 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.)
- Withdrawn
Links
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
- C11D1/02—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
- C11D1/143—Sulfonic acid esters
-
- 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
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- 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
- C11D1/37—Mixtures of compounds all of which are anionic
-
- 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
- C11D1/16—Sulfonic acids or sulfuric acid esters; Salts thereof derived from divalent or polyvalent 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 washing, rinsing and cleaning agents are usually aqueous solutions of anionic and / or nonionic surfactants and conventional additives. They are used for washing textiles, for cleaning hard surfaces, for example glasses or ceramic materials, plastics, lacquered and polished Surfaces, which can also be metallic in nature, are used. A preferred area of application for such agents is the manual washing of dining utensils and other related equipment. The respective cleaning processes are usually carried out at slightly elevated temperatures. There is always an increased impact on human skin.
- the present invention therefore relates to cleaning agents with strong cleaning performance and improved skin protection.
- the commercially available dishwashing agents which are to be used manually are aqueous solutions of alkyl ether sulfates, that is to say sulfated adducts of ethylene oxide with fatty alcohols, preferably n-alkylbenzenesulfonates and / or alkanesulfonates, optionally also olefin sulfonates or alkyl sulfates, and also nonionic surfactants, solubilizers, colorants and fragrances.
- alkyl ether sulfates that is to say sulfated adducts of ethylene oxide with fatty alcohols, preferably n-alkylbenzenesulfonates and / or alkanesulfonates, optionally also olefin sulfonates or alkyl sulfates, and also nonionic surfactants, solubilizers, colorants and fragrances.
- liquid dishwashing detergents which, in addition to alkyl sulfates or alkyl ether sulfates, contain alkyl sulfosuccinates in the form of dialkyl (C7-C9) esters of sulfosuccinic acid.
- the agents can additionally contain other detergents, hydrotropes, solvents, opaque agents, phosphates, silicates, dyes, fragrances and skin-friendly additives.
- EP 71 411 discloses a detergent composition comprising a mixture of di- (C8-alkyl) - and di- (C6-alkyl) sulfosuccinate in combination with other anionic and / or nonionic surfactants.
- European patent specification 112 044 describes dishwashing detergents which contain water-soluble salts of a dialkyl ester of sulfosuccinic acid with identical or different, straight-chain or branched-chain C3 to C12 alkyl radicals and special alkyl ether sulfates. According to European patent 112 045, similar agents should also be added to electrolytes containing magnesium ions.
- foaming liquid detergent compositions of C3- to C12-dialkyl esters of sulfosuccinic acid, alkyl ether sulfates and / or polyethoxylated nonionic detergents or carboxylic acid di- (C2-C3) alkanolamides.
- aqueous mixture of alkyl sulfosuccinates and alkyl ether sulfates is also known from European patent 124 367. It also describes aqueous solutions of alkyl sulfosuccinates alone and of alkyl sulfosuccinates in a mixture with alkyl benzene sulfonates.
- dishwashing detergents contain, as an anionic surfactant component, salts of alkylbenzenesulfonic acid, which have excellent cleaning effects, but because of their petrochemical origin are to be gradually replaced by other, but at least equally effective, surfactants.
- the present invention therefore relates to liquid detergents for the manual washing of dishes based on an aqueous solution of dialkyl sulfosuccinates, optionally together with other anionic and / or nonionic surfactants and other conventional constituents such as solvents, solubilizers, corrosion inhibitors, foam stabilizers, preservatives, electrolytes, thickeners , Dyes and fragrances, which is characterized in that they contain surface-active hydroxysulfonates from unsaturated fatty alcohols having 16 to 22 carbon atoms in the alkyl radical.
- the end products may also contain compounds as by-products which are formally derived from formulas (I) and (II) in each case by the loss of a molecule of water.
- the alkaline hydrolysis product can, if desired, be bleached in a manner known per se, for example with hydrogen peroxide or sodium hypochlorite and is in any case with the aid of aqueous mineral acids, e.g. B. hydrochloric acid, adjusted to a pH around 7.
- the group R2-CO can be a formyl, acetyl, propionyl or butyryl group; the acetyl group is preferred.
- the group R 1 is preferably an oleyl group or a fatty alkyl radical consisting predominantly of oleyl groups.
- Preferred values for the sum (y + z + p) in the compounds I and II are consequently 12 to 18, preferably 12 to 14.
- dialkyl sulfosuccinates used are preferably those with the same straight-chain or branched-chain C8-alkyl radicals, that is to say di-n-octyl or di-iso-octylsulfosuccinates, in the form of their alkali metal salts, in particular their sodium salts.
- the di-n-octyl sulfosuccinates are particularly preferred.
- the cleaning agents according to the invention show a significantly better skin tolerance in the epidermal swelling test compared to those which contain alkyl ether sulfates, as will be shown below.
- Suitable other common constituents of such agents for the purposes of this invention are solvents, solubilizers, electrolytes, thickeners, corrosion inhibitors, preservatives, foam stabilizers, dyes, fragrances, complexing agents, etc.
- anionic and / or nonionic and / or amphoteric surfactants can also be added to the mixture, provided that they do not interfere with the synergistic effect of the detergent mixture according to the invention.
- composition of the aqueous cleaning agent solution according to the invention is as follows: 10 to 40, preferably 10 to 35% by weight of a surfactant mixture consisting of 1 to 50, preferably 2 to 25 parts by weight of a hydroxysulfonate and 50 to 99, preferably 75 to 98 parts by weight of a dialkyl sulfosuccinate, 0 to 50, preferably 0 to 30% by weight of a further anionic surfactant, 0 to 10, preferably 0 to 5% by weight of a nonionic surfactant, 0 to 10, preferably 0 to 5% by weight of an amphoteric surfactant, 0 to 20, preferably 2 to 10% by weight of a solvent, 0 to 20, preferably 0.2 to 5% by weight of a solubilizer, 0 to 10, preferably 0.2 to 5% by weight of an electrolyte, 0 to 10, preferably 0.5 to 8% by weight of a thickener, 0 to 5, preferably 0.1 to 2% by weight of corrosion inhibitors
- anionic surfactants that can be used are especially C10- to C18-, especially C12- to C16-alkyl ether sulfates with 3 to 5, preferably 2 to 4 moles of ethylene oxide in the molecule, but also 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, olefin sulfonates with 12 to 16, preferably 12 to 14 carbon atoms in the n-alkyl radical and alkyl sulfates with 8 to 18, preferably 8 to 14 carbon atoms in the alkyl radical, and other sulfates or sulfonates .
- formulations free of alkylbenzenesulfonate are of particular interest.
- R1 is an alkyl radical with 8 to 20, preferably 10 to 18 carbon atoms and R2 and R3 which may be interrupted by heteroatoms or heteroatom groups and mean identical or different alkyl radicals having 1 to 3 carbon atoms.
- R1 is an alkyl radical with 8 to 20, preferably 10 to 18 carbon atoms
- R2 and R3 which may be interrupted by heteroatoms or heteroatom groups and mean identical or different alkyl radicals having 1 to 3 carbon atoms.
- C10-C18-alkyl-dimethylcarboxymethyl-betaine and C11-C17-alkylamidopropyl-dimethylcarboxymethyl-betaine are preferred.
- alkyl glycosides preferably alkyl glucosides, having 8 to 18, preferably 12 to 16 carbon atoms in the alkyl radical and 1 to 10, preferably 1, 2 to 4, glycose units in the molecule are addition products of 4 to 20, preferably 6 to 15 Mol alkylene oxide, preferably ethylene oxide on C8-C12-alkylbenzenes, C10-C20-, preferably C12-C18-alkanols, C10-C18-, carboxylic acid alkanolamides, but also the addition products of ethylene oxide with polypropylene glycols, which have become known under the name Pluronics (R) are, as well as addition products of 1 to 7 moles of ethylene oxide with 1 to 5 moles of propylene oxide reacted with C12-C18 alkanols.
- Pluronics R
- the solvents to be added if necessary are low molecular weight alkanols with 1 to 4 carbon atoms in the molecule, preferably ethanol and isopropanol.
- Alkanolamines polyols such as ethylene glycol, 1,2-propylene glycol, glycerol and alkylbenzenesulfonates with 1 to 3 carbon atoms in the alkyl radical, for example, can serve as solubilizers, for example for small amounts of colorants and fragrances.
- Higher molecular weight ethylene glycols with MG 200 to 600 are also suitable as solubilizers.
- the preferred thickeners include urea or electrolytes such as sodium chloride, ammonium chloride and magnesium chloride, which can also be used in combination.
- the totality of solvents, solubilizers, thickeners and electrolytes, which can be used individually or in any mixtures with one another, is also referred to as a viscosity regulator.
- corrosion inhibitors and preservatives examples include sodium benzoate and sodium sulfite.
- Known fatty acid alkanolamides can be used as foam stabilizers.
- the liquid cleaning agents according to the invention can also contain conventional disinfectants such as bactericides or fungicides, provided that they have no effect on the skin-protecting effect of the surfactant mixture according to the invention.
- liquid cleaning agents according to the invention of the following examples were obtained by stirring the individual components together in any order and let the mixture stand until there are no bubbles.
- Sodium salts were used as anionic surfactants.
- the application concentration of liquid, manually usable dishwashing detergents is generally 0.1 to 0.5, preferably 0.15 to 0.45 g of active substance (AS) per liter of water.
- i-OAS i-oleyl alcohol sulfonate Na salt based on Ocenol 90/95 (oleyl alcohol, technical)
- i-OES3 i-oleyl ether sulfonate Na salt based on Ocenol 90/95 with an average of 3 moles of EO
- i-OES5 i-oleyl ether sulfonate Na salt based on Ocenol 90/95 with an average of 5 moles of EO ethoxylated
- i-OES10 i-oleyl ether sulfonate Na salt based on Ocenol 90/95 with an average of 10 moles of EO ethoxylated
- i-OES15 i-oleyl ether sulfonate Na salt based on Ocenol 90/95 with an average of 15 moles of EO ethoxylated
- ABS dodecylbenzenesulfonate Na salt
- FAS C12-C14 fatty alcohol sulfate Na salt
- FAES C12-C14 fatty alcohol ether sulfate Na salt with an average of 2 moles of EO ethoxylated
- Texapon 842 C8 fatty alcohol sulfate Na salt
- Texapon NSO C 12/14 -2EO sulfate Na salt (FAES)
- the swelling of the pig epidermis served as a measure of the skin tolerance of the surfactant mixtures.
- the required epidermis was obtained immediately after young pigs were slaughtered and stored frozen.
- the Q value of the water-treated skin is therefore by definition 0%, negative values indicate swelling-inhibiting properties.
- the swelling factors for anionic surfactants and systems containing anionic surfactants found using this method correlate very well with measurements of skin tolerance in vivo (cf. J. Soc. Cosmet. Chem. Jap. 20 (1986) 17).
- Surfactant A Surfactant B A % B % Epidermal swelling % i-OES10 Di-nO 100 0 20 ⁇ 5 80 20th -10 ⁇ 8 60 40 24 ⁇ 6 40 60 26 ⁇ 7 20th 80 28 ⁇ 5 0 100 32 ⁇ 8 i-OES5 Di-nO 100 0 28 ⁇ 6 80 20th 20 ⁇ 5 60 40 17 ⁇ 4 40 60 16 ⁇ 3 20th 80 19 ⁇ 4 0 100 32 ⁇ 6 i-OES3 Di-nO 100 0 37 ⁇ 6 80 20th 33 ⁇ 5 60 40 12 ⁇ 3 40 60 25 ⁇ 6 20th 80 26 ⁇ 6 0 100 32 ⁇ 6 FAES Di-nO 100 0 36 ⁇ 7 80 20th 34 ⁇ 6 60 40 32 ⁇ 4 (Comparison) 40 60 29 ⁇ 3 20th 80 30 ⁇ 6 0 100 32 ⁇ 6
- i-OES3 Di-nO 100: 0 75: 25 50: 50 25: 75 10:90 0: 100 3 ° d 0 1 7 15 26 25th 16 ° d 0 1 6 12 14 20th i-OES10 EO: Di-nO 100: 0 75: 25 50: 50 25: 75 10:90 0: 100 3 ° d 0 10th 24th 27-28 26 25th 16 ° d 0 12 22 24th 22-23 20th i-OES.5 EO: Di-nO 100: 0 75: 25 50: 50 25: 75 10:90 0: 100 3 ° d 1 2nd 8th 17th > 30 25th 16 ° d 1 2nd 7 14 17th 20th
- a number of ready-made dishwashing detergents according to the invention are shown in the table below. They are ideal for use in both hard and soft water.
- the ternary blends with FAES are particularly suitable for obtaining clear, cold-stable formulations.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3902619 | 1989-01-30 | ||
DE19893902619 DE3902619A1 (de) | 1989-01-30 | 1989-01-30 | Fluessige reinigungsmittel |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0383053A1 true EP0383053A1 (fr) | 1990-08-22 |
Family
ID=6373028
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90101194A Withdrawn EP0383053A1 (fr) | 1989-01-30 | 1990-01-22 | Détergents liquides |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0383053A1 (fr) |
DE (1) | DE3902619A1 (fr) |
WO (1) | WO1990008813A1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3926345A1 (de) * | 1989-08-09 | 1991-02-14 | Henkel Kgaa | Waessrige aniontensidkonzentrate mit einem gehalt an oelsaeuresulfonaten sowie die verwendung von oelsaeuresulfonaten als viskositaetsregler fuer waessrige aniontensidkonzentrate |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0112044A1 (fr) * | 1982-11-16 | 1984-06-27 | Unilever N.V. | Compositions détergentes |
FR2564103A1 (fr) * | 1984-05-11 | 1985-11-15 | Unilever Nv | Compositions detergentes |
-
1989
- 1989-01-30 DE DE19893902619 patent/DE3902619A1/de not_active Withdrawn
-
1990
- 1990-01-22 WO PCT/EP1990/000115 patent/WO1990008813A1/fr unknown
- 1990-01-22 EP EP90101194A patent/EP0383053A1/fr not_active Withdrawn
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0112044A1 (fr) * | 1982-11-16 | 1984-06-27 | Unilever N.V. | Compositions détergentes |
FR2564103A1 (fr) * | 1984-05-11 | 1985-11-15 | Unilever Nv | Compositions detergentes |
Also Published As
Publication number | Publication date |
---|---|
WO1990008813A1 (fr) | 1990-08-09 |
DE3902619A1 (de) | 1990-08-02 |
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Legal Events
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AK | Designated contracting states |
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17P | Request for examination filed |
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STAA | Information on the status of an ep patent application or granted ep patent |
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18W | Application withdrawn |
Withdrawal date: 19910326 |
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R18W | Application withdrawn (corrected) |
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